Day: March 24, 2021

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.29906-67-0,1-Methyl-5-nitro-1H-indole,as a common compound, the synthetic route is as follows.

To l-methyl-5-nitro-lH-indole (0.5g, 2.84mmol) in ethyl acetate (10ml), tin (II) chloride hydrate (2.5g, 11.4mmol, 4eq) was added and the reaction mixture stirred overnight at room temperature. The reaction mixture was basified with aqueous sodium EPO hydroxide solution (pH 8) and the compound extracted using ethyl acetate. The crude compound obtained was purified by column chromatography over silica gel using ethyl acetate/ hexane (1:1) as eluent to give 1 -methyl- lH-indol-5ylamine (120mg, 27%).

29906-67-0, The synthetic route of 29906-67-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; F2G LTD; WO2006/123145; (2006); 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

475102-10-4, tert-Butyl 5-cyano-1H-indole-1-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The indole derivative in the THF is introduced into a 50 ml round-bottomed flask. The borate is added at room temperature under nitrogen, followed by dropwise addition over 20 minutes, at 0 C. under nitrogen, of the LDA. The mixture is stirred at 0 C. for 2 hours. The reaction medium is neutralized with 2N HCl and extracted with EtOAc. After drying and evaporating off the solvent, 829.3 mg of a brown foam containing 60% of the expected product, N-Boc-5-cyanoindole-2-boronic acid, and 40% of its Boc-free analogue, are obtained. This product is used without further purification for the coupling in Step 3.

475102-10-4, As the paragraph descriping shows that 475102-10-4 is playing an increasingly important role.

Reference£º
Patent; Aventis Pharma S.A.; US2004/242559; (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

15903-94-3, 6-(Benzyloxy)-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Procedure F: Deprotection of the benzyloxy group and reduction of the alpha,beta- unsaturated system. Method I: To a solution of an alpha,beta-unsaturated ester/acid/amide or/and compounds protected with a benzyl group (6.72 mmol) in EtOH (50 mL) was added 10percent Pd/C (0.16 g) and HC02NH4 (67 mmol). The mixture was refluxed for 1 h. The catalyst was removed by filtration through celite and concentrated to give the product.6-Hydroxyindole. 6-Hydroxyindole was prepared from 6-benzyloxyindole by procedure F (Methods I or II), was isolated by chromatography eluted with EtOAc- hexane (1 : 1) to give white solid in 66percent yield, mp 123- 125 ¡ãC [128-129 ¡ãC]. 1H-NMR (300 MHz, CDCI3) ppm delta 8.51 (bs, 1H, H-1), 7.41 (d, J = 8.8 Etazeta, IotaEta, H-4), 6.94 (t, J = 2.9 Hz, 1H, H-2), 6.80 (d, J = 2.2 Hz, 1H, H-7), 6.71 (dd, J = 8.8, 2.2 Hz, 1H, H-5), 6.38 (ddd, J = 2.9, 1.5, 0.7 Hz, 1H, H-3); 13C-NMR (75 MHz, CDC13) ppm delta 152.19, 136.78, 123.09, 121.90, 120.87, 109.76 (C-7)., 15903-94-3

15903-94-3 6-(Benzyloxy)-1H-indole 260804, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; YISSUM RESEARCH DEVELOPMENT COMPANY OF THE HEBREW UNIVERSITY OF JERUSALEM LTD; BAR ILAN UNIVERSITY; NUDELMAN, Abraham; WEINSTOCK-ROSIN, Marta; WO2013/150529; (2013); A2;,
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

90858-86-9, 4-Bromo-5-methoxy-1H-indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

90858-86-9, NaH (60percent in oil, 75.6 mg, 3.15 mmol) is added to a RT solution of 4-bromo-5-methoxy-1 H-indole (500 mg, 2.1 mmol) in DMF (5 mL). The RM is stirred at RT for 20 min and iodomethane (0.145 mL, 2.31 mmol) is added. The RM is then stirred overnight at RT. Water is added, and the mixture is extracted twice with EtOAc. Combined organic layers are washed with brine, dried (MgSC>4), filtered and concentrated under reduced pressure. The residue is purified by FC (heptane:EtOAc, 1 :0 to 7:3), affording the title compound as a beige solid (426 mg, 84percent). LC-MS B: tR = 0.94 min; [M+H]+ = 241.91.

The synthetic route of 90858-86-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; IDORSIA PHARMACEUTICALS LTD; BOSS, Christoph; CORMINBOEUF, Olivier; FRETZ, Heinz; LYOTHIER, Isabelle; POZZI, Davide; RICHARD-BILDSTEIN, Sylvia; SIENDT, Herve; SIFFERLEN, Thierry; (160 pag.)WO2018/210992; (2018); 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

914348-94-0, tert-Butyl 3-formyl-5-methyl-1H-indole-1-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

914348-94-0, General procedure: To the stirred mixture of substituted indole (8(aec), 0.50 g,2.0 mmol) and substituted isoxazole amine (5(aee), 0.35 g,2.0 mmol) in methanol (5.0 ml) was added 4 A molecular sieves(0.50 g) and catalytic amount of acetic acid. The above reactionmixture was allowed to stir for 1 h at room temperature. followedby the portion wise addition of sodium cyanoborohydride (0.32 g,5.0 mmol) was added portionwise at room temperature and thereaction mixture was allowed to stir for 16 h. Solvent was removed under reduced pressure and then diluted with dichloromethane,which was washed with 10% sodium bicarbonate solution. Theobtained DCM layer was dried over sodium sulphate and distilledunder vacuum to obtain crude 9(aeo), which was further purifiedby column chromatography using ethyl acetate and hexane mixture(80:20) to obtain pure compounds in 80% yield.

The synthetic route of 914348-94-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Pedada, Srinivasa Rao; Yarla, Nagendra Sastry; Tambade, Pawan J.; Dhananjaya, Bhadrapura Lakkappa; Bishayee, Anupam; Arunasree, Kalle M.; Philip, Gundala Harold; Dharmapuri, Gangappa; Aliev, Gjumrach; Putta, Swathi; Rangaiah, Gururaja; European Journal of Medicinal Chemistry; vol. 112; (2016); p. 289 – 297;,
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

137088-51-8, 1-(tert-Butoxycarbonyl)indoline-2-carboxylic acid is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of compound 24.6 (950 mg, 3.61 mmol, 1 eq) in THF (15 mL) wasadded BH3-Me2S (10 M, 721.64 iL, 2 eq) at 0C. The mixture was stirred at 25C for 15hours. The reaction mixture was quenched by addition H20 30 mL at 25C and extracted with ethyl acetate (15 mL x 3). The combined organic layers were washed with saturated brines (5 mL x 1), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give a crude product. Compound 24.5 (750 mg, 3.01 mmol, 83.34% yield) was

137088-51-8, 137088-51-8 1-(tert-Butoxycarbonyl)indoline-2-carboxylic acid 2794663, aindole-building-block compound, is more and more widely used in various fields.

Reference£º
Patent; CORTEXYME, INC.; LYNCH, Casey C.; KONRADI, Andrei; GALEMMO, JR., Robert A.; (218 pag.)WO2018/209132; (2018); 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

830-96-6, 3-Indolepropionic acid is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step A. Preparation of 3-(lH-indol-3-yl)propan-l-ol: To a solution of 3-(lH-indol-3- yl)propanoic acid (1.6g, 8.5 mmol) in THF (15 mL) was added BH3 in THF (1M, 17 mL, 17 mmol) dropwise at 0 C. The reaction mixture was stirred for 20 min at 0 C then warmed to 20 C and stirred for 2h. The reaction was quenched by slow addition of MeOH (20 mL). The reaction mixture was stirred for additional 30 min at 20 C. The reaction mixture was concentrated and purified by flash chromatography (Combi-flash Rf, hex/EtOAc 0-40% gradient) to give the title compound (1.34 g, 7.65 mmol) as a light yellow oil. MS (ES) 176.2 (M+H)., 830-96-6

The synthetic route of 830-96-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; VANDERBILT UNIVERSITY; LEE, Taekyu; KIM, Kwangho; CHRISTOV, Plamen P.; BELMAR, Johannes; BURKE, Jason P.; OLEJNICZAK, Edward T.; FESIK, Stephen W.; WO2015/31608; (2015); 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

15861-24-2, Indole-5-carbonitrile is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Cyano derivative (N?C-R7) (0.3g, 1 equivalent) was dissolved in 100 ml of MeOH, then a 40 bar pression of hydrogen is applied in the presence of Ni/Raney for 20 h. The reaction mixture is filtered through celite and concentrated. The crude product was purified by flash chromatography to afford the amine. The amine (1 equivalent) was dissolved in DMF (0.4M), then the ethyl isocyanatoacetate (1 equivalent) was added in one portion and the reaction mixture was let 2h at room temperature. After the reaction was complete (TLC control), the reaction mixture was concentrated and purified by flash chromatography to afford the urea.; Example 47: Preparation of ethyl 2-(3-((indol-5-yl)methyl)ureido)acetate (F575)(47). 5-cyano-indole (0.3 g, 2.1 1 mmol) was reduced to obtain the 5- aminomethylindole (0.18g, 59%) after purification by flash chromatography (AcOEt/MeOH 7/3 then MeOH) Rf=0.09 (MeOH). H NMR (DMSO): delta 2.40 (s, 2H), 3.78 (s, 2H), 6.38 (m, 1 H), 7.10 (d, 1 H, J = 8.3 Hz), 7.29 (m, 1 H), 7.33 (d, 1 H, J = 8.3 Hz), 7.49 (s, 1 H), 1 1 .00 (s, 1 H). The 5-aminomethylindole (57 mg, 0.39 mmol) was used to obtain urea 47 (63 mg, 66%) after treatment of the crude product by EDP Rf=0.57 (AcOEt). H NMR (DMSO): delta 1 .21 (t, 3H, J= 7.1 Hz), 3.81 (d, 2H, J = 6.0 Hz), 4.1 1 (q, 2H, J = 7.1 Hz), 4.28 (d, 2H, J = 5.7 Hz), 6.24 (t, 1 H, J = 6.0 Hz), 6.39 (s, 1 H), 6.58 (t, 1 H, J = 5.7 Hz), 7.01 (d, 1 H, J= 8.3 Hz), 7.38 (m, 3H), 1 1 .03 (s, 1 H). HPLC method A tr= 8.37 mn (97.3%). ESI-MS m/z: 276.2 [M + H]+.

15861-24-2, As the paragraph descriping shows that 15861-24-2 is playing an increasingly important role.

Reference£º
Patent; INSTITUT NATIONAL DE LA SANTE ET DE LA RECHERCHE MEDICALE (INSERM); GUICHOU, Jean-Francois; COLLIANDRE, Lionel; AHMED-BELKACEM, Hakim; PAWLOTSKY, Jean-Michel; WO2011/76784; (2011); A2;,
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

1075-35-0, 5-Chloro-2-methylindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 4Synthesis of CBX0024-(2-(5-chloro-2-methyl-lH-indol-l-yl)ethyl)morpholine[0157] To a solution of 2-chloroethylmorpholine HC1 (100 mg, 0.60 mmol) in 0.3 mL DMSO was added pulverized KOH (102 mg, 1.81 mmol), then after 10 min, a solution of 5- chloro-2-methylindole (134 mg, 0.72 mmol) in 0.2 mL DMSO was added and the reaction stirred at room temperature overnight. Additional 2-chloroethylmorpholine (22 mg, 0.12 mmol) and KOH (17 mg, 0.3 mmol) added and stirred overnight. The reaction mixture was partitioned between ?0 and toluene, and the organic extract washed two times with ?0, dried over MgS04, filtered, and concentrated in vacuo. The crude product was purified via silica gel chromatography using a gradient from 0 to 5% MeOH in (?(? to give a final yield of 154 mg (0.55 mmol). XH NMR (500 MHz, CDC13, delta): 2.47 (s, 3H), 2.48-2.57 (m, 4H), 2.63 (t, J = 7.2 Hz, 2H), 3.73 (t, J = 4.4 Hz, 4H), 4.16 (t, J = 7.2 Hz, 2H), 6.20 (s, 1H), 7.1 1 (dd, J = 8.6 Hz, 1.7 Hz, 1H), 7.19 (d, J = 8.6 Hz, 1H), 7.50 (d, J = 1.5 Hz, 1H). 13C NMR (500 MHz, CDC13, delta): 12.88, 41.23, 54.13, 57.86, 66.95, 99.88, 109.78, 1 19.15, 120.64, 124.97, 129.18, 134.99, 138.03. MS m/z 279.3 [M + H]+., 1075-35-0

The synthetic route of 1075-35-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; UNIVERSITY OF WASHINGTON THROUGH ITS CENTER FOR COMMERCIALIZATION; STELLA, Nephi; KLINE, Toni; WO2012/24670; (2012); A2;,
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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.10241-97-1,5-Methyl-1H-indole-2-carboxylic acid,as a common compound, the synthetic route is as follows.,10241-97-1

General procedure: To a suspension of 4-methoxyindole-2-carboxylic acid (6, 93.7 mg, 0.49 mmol) in anhydrous dichloromethane (2 mL) was added at room temperature (R)-1-(1-naphthyl)ethylamine (19, 88 mg, 0.52 mmol). The mixture was cooled to 0 ¡ãC and N-hydroxybenzotriazole (HOBt, 70.3 mg, 0.52 mmol), N-ethyl-N’-(3-dimethylaminopropyl)carbodiimide (EDCI, 80.7 mg, 0.52 mmol) and triethylamine (52.6 mg, 0.52 mmol) were added. The reaction mixture was stirred for 1 h at 0 ¡ãC and then at room temperature for 5 h. Water was added, the mixture was extracted with dichloromethane, the organic extract was dried over sodium sulfate and the solvent was removed under vacuum. The residue was purified by flash chromatography on silica gel (ethyl acetate/heptane 1:4 then 2:3), providing compound 20 as a white powder (153 mg, 91percent);

The synthetic route of 10241-97-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Kiefer, Lionel; Beaumard, Floriane; Gorojankina, Tatiana; Faure, Helene; Ruat, Martial; Dodd, Robert H.; Bioorganic and Medicinal Chemistry; vol. 24; 4; (2016); p. 554 – 569;,
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