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