New learning discoveries about 1196-70-9

1196-70-9 1H-Indole-6-carbaldehyde 2773435, aindole-building-block compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1196-70-9,1H-Indole-6-carbaldehyde,as a common compound, the synthetic route is as follows.

Description for D11; 1H-indole-6-carbaldehyde oxime (D1); Hydroxylamine hydrochloride (0.574 g) was added portionwise to a solution of 1H-indole-6-carbaldehyde (1 g) in pyridine (5 ml) are RT. The resulting solution was heated to reflux and stirred at that temperature for 1 hour. The solvent was evaporated. The residue was diluted with ethyl acetate (50 mL) and the resulting solution was washed with aqueous hydrochloric acid (0.5 M, 40 mL). The organic fraction was separated and dried over anhydrous magnesium sulfate. The dried solution was concentrated to afford a brown oily solid. The residue was triturated with ether/hexane to afford 1H-indole-6-carbaldehyde oxime (D11) as a pink solid (128 mg). Solid was precipitated out from the filtrate. The solid was collected to give another batch of 1H-indole-6-carbaldehyde oxime (D11) (818 mg). deltaH (DMSO-d6, 400 MHz): 6.44 (1H, m), 7.24 (1H, dd), 7.32 (1H, m), 7.55 (1H, dd), 7.57 (1H, s), 8.19 (1H, s), 10.88 (1H, s), 11.25 (1H, brs)., 1196-70-9

1196-70-9 1H-Indole-6-carbaldehyde 2773435, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; Castro Pineiro, Jose Luis; Lin, Xichen; Liu, Qian; Meng, Kevin; Ren, Feng; Vesey, David R.; Zhao, Baowei; US2010/29729; (2010); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Downstream synthetic route of 1196-70-9

1196-70-9, 1196-70-9 1H-Indole-6-carbaldehyde 2773435, aindole-building-block compound, is more and more widely used in various fields.

1196-70-9, 1H-Indole-6-carbaldehyde is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: 6-(4-Hydroxy-3-methoxyphenyl)hexa-5-ene-2,4-dione (20 mg, 85 mumol) and B2O3 (11 mg, 0.16 mmol) were dissolved in 0.4 mL of AcOEt. To the stirring mixture at 80C was added a solution of 3-hydroxy-2-methoxybenzaldehyde (16 mg, 0.11 mmol) and tributyl borate (25 muL, 93 mumol) in 0.7 mL of AcOEt. After the reaction mixture was stirred at 80C for 2 hours, n-butylamine (10 muL, 0.10 mmol) was added with additional stirring for 1 hour. The reaction mixture was treated with a solution of 1 N HCl and saturated brine (1:1 mixture), stirred at 50C for 5 min, and neutralized by saturated NaHCO3 aqueous solution. The organic layer was directly chromatographed on silica gel (hexane/AcOEt system or CHCl3/MeOH system) to yield the title compound as a solid (10.2 mg) in 32% yield.

1196-70-9, 1196-70-9 1H-Indole-6-carbaldehyde 2773435, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Article; Okuda, Michiaki; Hijikuro, Ichiro; Fujita, Yuki; Teruya, Takayuki; Kawakami, Hirochika; Takahashi, Takashi; Sugimoto, Hachiro; Bioorganic and Medicinal Chemistry Letters; vol. 26; 20; (2016); p. 5024 – 5028;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

New learning discoveries about 1196-70-9

1196-70-9 1H-Indole-6-carbaldehyde 2773435, aindole-building-block compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1196-70-9,1H-Indole-6-carbaldehyde,as a common compound, the synthetic route is as follows.

1196-70-9, Step 3. Synthesis of (E)-N?-(( 1 H-indol-6-yl)methylene)-2-(2-(furan-3 -yl)-6- methylphenoxy)acetohydrazide: 2-(2-(furan-3 -yl)-6-methylphenoxy)acetohydrazide (70 mg,0.28 mmol) and 1H-indol-6-carbaldehyde (45 mg, 0.31 mmol) were dissolved in EtOH 2 mL, followed by stirring at 100 C for 12 hours. After the completion of the reaction, the reaction mixture was added with water, and extracted with ethyl acetate. The obtained organic layer was dried over magnesium sulfate, and purified by column chromatography (ethyl acetate:hexane = 1:1) to obtain Compound 313 (20 mg, 19%).?H NMR (400 MHz, DMSO-d6): 6 11.41 (m, 2H), 8.45-8.01 (2s, IH), 8.30 (m, IH), 7.72 (m,1H), 7.46 (m, 4H), 7.10 (m, 4H), 6.44 (m, 1H), 4.70 (s, 1H), 4.25 (s, 1H), 2.30 (m, 3H).

1196-70-9 1H-Indole-6-carbaldehyde 2773435, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; CHONG KUN DANG PHARMACEUTICAL CORP.; INJE UNIVERSITY INDUSTRY-ACADEMIC COOPERATION FOUNDATION; CHOI, HoJin; LEE, JaeWon; LEE, ChangGon; HA, NiNa; SEO, Su Kil; LEE, SunMi; LEE, Song-Min; WO2014/35149; (2014); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Some tips on 1196-70-9

1196-70-9, The synthetic route of 1196-70-9 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1196-70-9,1H-Indole-6-carbaldehyde,as a common compound, the synthetic route is as follows.

Example 37. Synthesis of compound 1942-(2-(trifluoromethyl)phenoxy)acetohydrazide (0.2 g, 0.85 mmol) and IH-indol-6-carbaldehyde(0.13 g, 0.85 mmol) were dissolved in ethanol, followed by stirring at 100 C for 16 hours.After the completion of the reaction, the reaction mixture was concentrated under reducedpressure. The concentrate was purified by column chromatography to obtain Compound 194(0.17 g, 55 %).?H NMR (400 MHz, DMSO-d6): oe 11.49-11.26 (m, 2H), 8.27-8.07 (m, 1H), 7.71-7.54 (m, 411), 7.44-7.42 (m, 2H), 7.20-7.06 (m, 2H), 6.45 (s, 1H), 5.3 1-4.80 (m, 2H).

1196-70-9, The synthetic route of 1196-70-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CHONG KUN DANG PHARMACEUTICAL CORP.; INJE UNIVERSITY INDUSTRY-ACADEMIC COOPERATION FOUNDATION; CHOI, HoJin; LEE, JaeWon; LEE, ChangGon; HA, NiNa; SEO, Su Kil; LEE, SunMi; LEE, Song-Min; WO2014/35149; (2014); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

New learning discoveries about 1196-70-9

1196-70-9, 1196-70-9 1H-Indole-6-carbaldehyde 2773435, aindole-building-block compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1196-70-9,1H-Indole-6-carbaldehyde,as a common compound, the synthetic route is as follows.

General procedure: To a solution of 5 (0.2 mmol) in anhydrous THF, NaH (60%,0.24 mmol) was added at 0 C under N2 atmosphere. After stirring for15 min, aromatic aldehyde (0.24 mmol) was added into the mixture andthe reaction was stirred for another 1 h. The reaction mixture was thenextracted with EtOAc (3¡Á20 mL). The combined organic layers werethen washed with saturated brine, dried over anhydrous Na2SO4, andconcentrated in vacuo. The residue was purified by flash columnchromatography using PE/EA (5/1, V/V) as an eluent to afford thecompounds 7a-n, 8a-d.

1196-70-9, 1196-70-9 1H-Indole-6-carbaldehyde 2773435, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Article; Li, Wenlong; Sun, Honghao; Xu, Feijie; Shuai, Wen; Liu, Jie; Xu, Shengtao; Yao, Hequan; Ma, Cong; Zhu, Zheying; Xu, Jinyi; Bioorganic Chemistry; vol. 85; (2019); p. 49 – 59;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Brief introduction of 1196-70-9

As the paragraph descriping shows that 1196-70-9 is playing an increasingly important role.

1196-70-9, 1H-Indole-6-carbaldehyde is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 3. Synthesis of (E)-N?-(( 1 H-indol-6-yl)methylene)-2-(2-ethyl-6-methylpyridin-3 – yloxy)acetohydrazide: 2-(2-ethyl-6-methylpyridin-3 -yloxy)acetohydrazide( 100 mg, 0.50 mmol) and 1H-indol-6-carbaldehyde (73 mg, 0.50 mmol) were dissolved in EtOH 3 mL, followed by stirring at 90 C for 4 hours. After the completion of the reaction, the formed solidwas filtered to obtain Compound 293 (46 mg, 29 %).?H NMR (400 MHz, DMSO-d6): 11.43 (bs, 1H), 11.30-11.27 (s, 1H), 8.32-8.06 (2s, 1H), 7.64 (m, IH), 7.42 (m, 2H), 7.36 (m, IH), 7.02 (m, IH), 6.45 (s, 1H), 5.17 (s, IH), 4.66 (s, IH), 2.75 (m, 2H), 2.45 (s, 3H), 1.21 (m, 3H)., 1196-70-9

As the paragraph descriping shows that 1196-70-9 is playing an increasingly important role.

Reference£º
Patent; CHONG KUN DANG PHARMACEUTICAL CORP.; INJE UNIVERSITY INDUSTRY-ACADEMIC COOPERATION FOUNDATION; CHOI, HoJin; LEE, JaeWon; LEE, ChangGon; HA, NiNa; SEO, Su Kil; LEE, SunMi; LEE, Song-Min; WO2014/35149; (2014); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Downstream synthetic route of 1196-70-9

1196-70-9 1H-Indole-6-carbaldehyde 2773435, aindole-building-block compound, is more and more widely used in various.

1196-70-9, 1H-Indole-6-carbaldehyde is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1H-indole-6-carbaldehyde (238 mg, 1.64 mmol, 1.36 equiv) [Moyer, Mikel P.; Shiurba, John F.; Rapoport, Henry; J. Org. Chem.; 1986, 51, 5106-5110] was added to the solution of the 2-[5-(3,4-dimethoxy-phenyl)-pyrimidin-2-ylsulfanyl]-N-piperidin-3-ylmethyl-acetamide 1h (TFA)n (1.20 mmol, obtained from step 6) and diisopropylethylamine (0.85 mL, 4.8 mmol, 4 equiv) in 50 mL dichloroethane. Sodium triacetoxyborohydride (0.47 g, 2.24 mmol, 1.8 equiv) was added to the solution and the resulting suspension was stirred vigorously overnight. Methanol (5 mL) was added to quench the reaction. The mixture was concentrated and the residue was diluted with ethyl acetate. The solution was poured into saturated NaHCO3 solution (40 mL) and extracted with EtOAc. The combined organic phases were washed with brine, dried (Na2SO4), and concentrated. Chromatography on silica gel (10% methanol in chloroform) afforded 2-[5-(3,4-dimethoxy-phenyl)-pyrimidin-2-ylsulfanyl]-N-[1-(1H-indol-6-ylmethyl)-piperidin-3-ylmethyl]-acetamide (free base, 410 mg, 64%) as a light tan solid., 1196-70-9

1196-70-9 1H-Indole-6-carbaldehyde 2773435, aindole-building-block compound, is more and more widely used in various.

Reference£º
Patent; Du Bois, Daisy Joe; Mao, Long; Rogers, Daniel Harry; Williams, John Patrick; US2004/14775; (2004); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Downstream synthetic route of 1196-70-9

1196-70-9 1H-Indole-6-carbaldehyde 2773435, aindole-building-block compound, is more and more widely used in various.

1196-70-9, 1H-Indole-6-carbaldehyde is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 3. Synthesis of (E)-N?-(( 1 H-indol-6-yl)methylene)-2-(2,6-dimethyl-4-(tetrahydrofuran-3 – yl)phenoxy)acetohydrazide: 2-(2,6-dimethyl-4-(tetrahydrofuran-3 -yl)phenoxy)acetohydrazide(30 mg, 0.11 mmol) and 1 H-indol-6-carbaldehyde (17 mg, 0.11 mmol) were dissolved in EtOH1 mL, followed by stirring at 90 C for 3 hours. After the completion of the reaction, the reaction mixture was concentrated under reduced pressure, and purified by column chromatography (hexane:ethyl acetate = 1:1) to obtain Compound 323 (15 mg, 34 %). ?H NMR (400 MHz, DMSO-d6): 611.42-11.39 (m, 1H), 11.37-11.32 (m, 1H), 8.47-8.03 (s, 1H),7.57-7.48 (m, 2H), 7.40-7.37 (m, 2H), 6.95 (m, 2H), 6.47 (m, 1H), 4.74 (s, 1H), 4.31 (s, 1H),3.96 (m, 3H), 3.75 (m, 2H), 2.32 (s, 3H), 2.21 (s, 3H).

1196-70-9 1H-Indole-6-carbaldehyde 2773435, aindole-building-block compound, is more and more widely used in various.

Reference£º
Patent; CHONG KUN DANG PHARMACEUTICAL CORP.; INJE UNIVERSITY INDUSTRY-ACADEMIC COOPERATION FOUNDATION; CHOI, HoJin; LEE, JaeWon; LEE, ChangGon; HA, NiNa; SEO, Su Kil; LEE, SunMi; LEE, Song-Min; WO2014/35149; (2014); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Simple exploration of 1196-70-9

The synthetic route of 1196-70-9 has been constantly updated, and we look forward to future research findings.

1196-70-9, 1H-Indole-6-carbaldehyde is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 55. Synthesis of compound 2882-(2,6-dimethylpyridin-4-yloxy)acetohydrazide (100 mg, 0.51 mmol) and 1 H-indol-6- carbaldehyde (74 mg, 0.51 mmol) were dissolved in EtOH 2 mL, followed by stirring at 110 C for 12 hours. The reaction mixture was added with water, and extracted with ethyl acetate. The obtained organic layer was dried over magnesium sulfate, and purified by columnchromatography (hexane:ethyl acetate = 2:1) to obtain Compound 288 (30 mg, 18 %).?H NMR (400 MHz, DMSO-d6): oe 11.43 (m, 1H), 11.28 (m, 1H), 8.35-8.07 (2s, 1H), 7.68 (d, J= 18.0 Hz, 1H), 7.57 (d, J- 8.4 Hz, 1H), 6.66 (d, J= 22.0 Hz, 2H), 6.47 (s, 1H), 5.20 (s, H),4.69 (s, 1H), 2.34 (m, 6H).

The synthetic route of 1196-70-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CHONG KUN DANG PHARMACEUTICAL CORP.; INJE UNIVERSITY INDUSTRY-ACADEMIC COOPERATION FOUNDATION; CHOI, HoJin; LEE, JaeWon; LEE, ChangGon; HA, NiNa; SEO, Su Kil; LEE, SunMi; LEE, Song-Min; WO2014/35149; (2014); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Some tips on 1196-70-9

The synthetic route of 1196-70-9 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1196-70-9,1H-Indole-6-carbaldehyde,as a common compound, the synthetic route is as follows.

Step 3. Synthesis of (E)-N?-(( 1 H-indol-6-yl)methylene)-2-(4-(furan-3 -yl)-2,6- dimethylphenoxy)acetohydrazide: 2-(4-(furan-3 -yl)-2,6-dirnethylphenoxy)acetohydrazide(40 mg, 0.15 mmol) and 1 H-indol-6-carbaldehyde (22 mg, 0.15 mmol) were dissolved in EtOH2 mL, followed by stirring at 90 C for 3 hours. After the completion of the reaction, thereaction mixture was concentrated under reduced pressure, and purified by columnchromatography (hexane:ethyl acetate = 1:1) to obtain Compound 322 (19 mg, 32 %).?H NMR (400 MHz, DMSO-d6): 6 11.41-11.38 (m, 1H), 11.30-11.20 (m, 1H), 8.50- 8.04 (2s,1H), 8.08 (m, 1H), 7.88 (m, 1H), 7.61 (m, 1H), 7.48-7.37 (m, 2H), 7.38 (m, 1H), 7.27.(m, 3H),6.89 (m, 1H), 6.47 (m, 1H), 4.81 (s, 1H), 4.34 (s, 1H), 2.07 (m, 6H).

The synthetic route of 1196-70-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CHONG KUN DANG PHARMACEUTICAL CORP.; INJE UNIVERSITY INDUSTRY-ACADEMIC COOPERATION FOUNDATION; CHOI, HoJin; LEE, JaeWon; LEE, ChangGon; HA, NiNa; SEO, Su Kil; LEE, SunMi; LEE, Song-Min; WO2014/35149; (2014); A1;,
Indole alkaloid derivatives as building blocks of natural products from?Bacillus thuringiensis?and?Bacillus velezensis?and their antibacterial and antifungal activity study
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles