Day: September 8, 2020

272-49-1, 4-Azaindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Azaindole (2.0 g, 16.93 mmol) was added to aluminum chloride (11.29 g, 85 mmol) in dry dichloromethane (85 mL) at 0 ¡ãC under argon atmosphere. After 30 mm ato ¡ãC, the mixture was warmed to room temperature and ethyl chlorooxoacetate (11.56 g,85 mmol) was added dropwise. The reaction mixture was stirred vigorously forovernight, then carefully ice was added. Adjust pH to 7 with 4 N NaOH then cold sat.NaHCO3 solution. The product was extracted with DCM 3 times, dried over Na2SO4,filtered, and concentrated to afford ethyl 2-oxo-2-(1H-pyrrolo[3,2-bjpyridin-3-yl)acetateas a yellow oily residue. After a washing with cold petroleum ether the title compound was obtained as a light yellow powder 280 mg (7.6percent). ESI-MS(-): MS m/z 217.1., 272-49-1

272-49-1 4-Azaindole 9226, aindole-building-block compound, is more and more widely used in various.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; MILLER, Michael Matthew; ALLEN, Martin Patrick; LI, Ling; BOWSHER, Michael S.; GILLIS, Eric P.; MULL, Eric; ZHAO, Qian; SUN, Li-Qiang; LANGLEY, David R.; SCOLA, Paul Michael; (214 pag.)WO2017/176608; (2017); 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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.169674-02-6,4-Chloro-5-fluoro-1H-indole,as a common compound, the synthetic route is as follows.

a) A suspension of 0.11 g of sodium hydride dispersion in 15 ml of tetrahydrofuran was treated with 0.5 g of 4-chloro-5-fluoroindole at 0 and stirred at this temperature for 1 hour. After the addition of 0.4 ml of (S)-methyloxirane the reaction mixture was stirred at s room temperature for 48 hours and subsequently treated with water. The mixture was diluted with ether, washed with water and with saturated sodium chloride solution and the organic phase was dried over sodium sulfate. After removal of the solvent the residue was chromatographed over 30 g of silica gel with toluene-ethyl acetate (33:1). There was obtained 0.53 g (78.9%) of (S)-1-(4-chloro-5-fluoro-indol-1-yl)-propan-2-ol as a yellow oil., 169674-02-6

As the paragraph descriping shows that 169674-02-6 is playing an increasingly important role.

Reference£º
Patent; Hoffmann-La Roche Inc.; US5494928; (1996); A;,
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

6960-46-9,6960-46-9, Ethyl 7-nitro-1H-indole-2-carboxylate is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 3: Preparation of Compound 3 (7-Nitro-1H-indole-2-carboxylic acid); The compound 2 (13.79 g, 58.88 mmol) was added into a flask (250 mL), ethanol (72.7 mL, 40 C) was added into the flask, and the solution was stirred for 5 min. Then, a solution of KOH formulated with KOH (7.25 g, 189.59 mmol) and water (17.40 g) was added into the solution, and the solution was stirred for 5 min to obtain a clear solution with red oxide color. When the solution was cooled down, a yellow-brown solid was started to precipitate. After the solution was stirred for 3 hr, hot water (295 mL) was added to dissolve the yellow-brown solids to obtain a clear solution with red oxide color. Then, 3 N of HCl was added into the solution, and a breast-yellow solid was precipitated. The solution was kept stirring unitl the precipitation of the yellow solids was stopped, and filtered. The yellow solids were washed by water, dried, and re-crystallized in ethanol to obtain a fiber-shaped light-yellow solid, compound 3 (11.57 g, 96%). mp 269-271 C (lit. 269-272 C); 1H NMR (200 MHz, DMSO-d6) delta7.35 (t, J= 8.0 Hz, 1H, ArH), 7.40 (d, J= 2.0 Hz, 1H, ArH), 8.22 (d, J= 7.8 Hz, 1H, ArH), 8.27 (dd, J= 0.8, 8.0 Hz, 1H, ArH), 11.16 (s, 1H, NH); 13C NMR (50 MHz, acetone-d6) delta109.6, 110.0, 120.6, 122.3, 130.1, 131.3, 131. 8, 134.0, 161.6; MS (EI) m/z 206 (M+, 100%), 188 (M-18, 65%), 142 (M-64, 49%), 114 (M-92, 43%).

The synthetic route of 6960-46-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Purzer Pharmaceutical Co., Ltd.; EP2366687; (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

5654-93-3, 3-Methyl-7-azaindole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,5654-93-3

Example 19A 3-Methyl-1H-pyrrolo[2,3-b]pyridine 7-oxide A little at a time, 3.00 g (22.70 mmol) of 3-methyl-1H-pyrrolo[2,3-b]pyridine (Hands, David; Bishop, Brian; Cameron, Mark; Edwards, John S.; Cottrell, Ian F.; Wright, Stanley H. B.; Synthesis 1996, 877-882.) are added to a solution of 10.45 g (45.40 mmol) of meta-chloroperoxybenzoic acid in 250 ml of dichloromethane, and the mixture is stirred at 10 C. for 2 h. Addition of methanol gives a clear solution which is subjected directly to column chromatography on silica gel (mobile phase: dichloromethane/methanol 100:4 to 3:1). A further purification step by preparative HPLC yields the target compound. Yield: 1.4 g (42% of theory) LC-MS (Method 3): Rt=1.22 min. MS (ESI pos.): m/z=149 [M+H]+. 1H-NMR (DMSO-d6, 400 MHz): delta=2.25 (s, 3H), 7.05 (dd, 1H), 7.22 (s, 1H), 7.60 (d, 1H), 8.10 (d, 1H), 11.97 (br. s, 1H).

The synthetic route of 5654-93-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Bayer HealthCare AG; US2008/269268; (2008); 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

1059630-07-7, (4aS,9bR)-6-Bromo-2,3,4,4a,5,9b-hexahydro-1H-pyrido[4,3-b]indole is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(4aS,9bR)-ethyl 6-bromo-3,4,4a,5-tetrahydro-lH-pyrido[4,3-b]indole- 2(9bH)-carboxylate may be prepared by first obtaining [4aS, 9bR]-6-bromo- 2,3,4,4a,5,9b-hexahydro-17/-pyrido[4,3-h]indole (36.0 g, 0.142mol)) as a free base by using 50% aqueous sodium hydroxide solution and extracting the product into MTBE. The conversion to (4aS,9bR)-ethyl 6-bromo-3,4,4a,5-tetrahydro-lH-pyrido[4,3- b]indole-2(9bH)-carboxylate may then be done by cooling a suspension of [4aS, 9bR]- 6-bromo-2,3,4,4a,5,9b-hexahydro-17/-pyrido[4,3-h]indole (36.0 g, 0.142mol)) in THF (300 ml) and triethylamine (24 ml) in an ice-water bath. Ethyl chloroformate is added dropwise (13.5 ml, O.l42mol) via a syringe pump over 1 hour. The ice-water bath is removed and the reaction mixture is stirred at room temperature for another hour. The reaction mixture is passed through a pad of Celite and the solvent is evaporated to give (4aS,9bR) -ethyl 6-bromo-3,4,4a,5-tetrahydro-lH-pyrido[4,3-b]indole-2(9bH)- carboxylate). 1H NMR (CDCb, 300 MHz): 1.20-1.35 (m,3H), 1.73-1.85 (m, 1H), 1.85-1.99 (m, 1H), 3.22-3.52 (m, 3H), 3.52-3.66 (m, 1H), 3.66-3.95 (Br, 1H), 3.95-4.21 (m, 4H), 6.60 (t, J = 7.7 Hz, 1H), 7.04 (d, J = 7.2 Hz, 1H), 7.20 (d, J = 8.1 Hz, 1H).

1059630-07-7, The synthetic route of 1059630-07-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; INTRA-CELLULAR THERAPIES, INC.; LI, Peng; ZHANG, Qiang; (113 pag.)WO2019/241278; (2019); 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

16732-64-2, 4-Bromo-1H-indole-2-carboxylic acid is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Intermediate Cl : 4-Bromo-l -methyl- lH-indole-2-carboxylic acidTo a solution of 4-bromo-lH-indole-2-carboxylic acid (514 mg, 2.14 mmol) in DMF (16 mL), dimethyl carbonate (4.5 mL, 53.4 mmol) and DABCO (25 mg, 0.214 mmol) was added, and the solution was heated to 12O0C for 7 hours. The reaction was diluted with EtOAc, and the organics were washed with H2O (2x), IN HCl (Ix), and brine (Ix). The organics were dried over Na2SO4, filtered, concentrated, and the resulting residue was purified on SiO2 (gradient elution, 15-40% EtOAc/hexanes) to yield the intermediate ester as a white solid. MeOH (3 mL), H2O (1.5 mL) and LiOH monohydrate (3 eq.) were added to a solution of the ester in THF (3 mL), and left to stir for 16 hours. The reaction mixture was concentrated, and the residue was partitioned between EtOAc and IN HCl, and extracted with EtOAc (2x). The organics were combined, washed with brine (Ix), dried over Na2SO4, filtered, and concentrated to yield the title compound as a white solid. LRMS (M+H)+ Calcd. = 254; found 254.

16732-64-2, 16732-64-2 4-Bromo-1H-indole-2-carboxylic acid 4042604, aindole-building-block compound, is more and more widely used in various.

Reference£º
Patent; MERCK & CO., INC.; ISTITUTO DI RICERCHE DI BIOLOGIA MOLECOLARE P. ANGELETTI S.P.A.; WO2008/57209; (2008); 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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.387-44-0,7-Fluoroindole,as a common compound, the synthetic route is as follows.,387-44-0

7-fluoro-1 H-indole (0.200 g),2,6-Bis (trifluoromethyl) benzoyl chloride (0.368 g)Was dissolved in dichloromethane (6 mL)After addition of zirconium (IV) chloride (0.517 g) under ice cooling,And the mixture was stirred at room temperature for 2 hours.Water was added to the reaction mixture under ice cooling, followed by extraction with ethyl acetate, and the organic layer was washed with saturated brine. The organic layer was dried over anhydrous sodium sulfate, concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate / hexane) to give the title compound (0.234 g) as a colorless oil .

387-44-0 7-Fluoroindole 2774504, aindole-building-block compound, is more and more widely used in various.

Reference£º
Patent; DAIICHI SANKYO COMPANY LIMITED; NAGAMOCHI, MASATOSHI; KOZAWA, YUJI; INAGAKI, HIROAKI; GOTANDA, KENTOKU; NOGUCHI, TETSUJI; TORIHATA, MUNEFUMI; YOSHINO, TOSHIHARU; ISOBE, TAKASHI; (113 pag.)JP2016/141632; (2016); A;,
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.4769-97-5,4-Nitroindole,as a common compound, the synthetic route is as follows.

A mixture of 4-nitroindole (15 grams, 92.5 mmol), iron powder (25.92 grams, 462.9 mmol), concentrated hydrochloric acid (5 mL) and water (50 mL) in ethanol (150 mL) was refluxed at 90 0C and the progress of the reaction was monitored by thin layer chromatography. After completion of the reaction (2 hours), the reaction mixture was filtered through hy-flow bed and the filtrate was concentrated under reduced pressure. The residual mass was diluted with ice water (500 mL), basified with aqueous sodium hydroxide solution to pH 9 – 10 and extracted with ethyl acetate (2.x 250 mL). The combined organic layer was washed with brine, dried over anhydrous sodium sulphate and concentrated under reduced pressure. The crude product (13.2 grams), thus obtained, was purified by column chromatography using silica-gel (100 – 200 mesh), the eluent system being ethyl acetate and n-hexane (1:9) to obtain 12.13 grams of title product. Melting Range: 101.7 – 106.8 0C; I.R (cm-‘): 1109, 1519, 2931, 3325, 3394, 3440;1H-NMR (ppm): 3.92 (2H, bs), 6.40 – 6.42 (IH, m), 6.46 – 6.47 (IH, m), 6.86 – 6.88 (IH; d, J = 8.14 Hz), 6.99 – 7.03 (IH, t, J = 7.8 Hz), 7.11 – 7.12 (IH, t, 2.8 Hz), 8.11 (IH, bs); Mass (m/z): 133.15 (M+H) +

4769-97-5, As the paragraph descriping shows that 4769-97-5 is playing an increasingly important role.

Reference£º
Patent; SUVEN LIFE SCIENCES LIMITED; WO2009/34581; (2009); 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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.189882-33-5,6-Cyano-7-azaindole,as a common compound, the synthetic route is as follows.

1H-pyrrolo[2,3-b]pyridine-6-carbonitrile (120mg, 0.84mmol) was dissolved in ethanol (10ml). 6N Sodium hydroxide (1.4ml, 8.4mmol) was added, and the mixture was stirred for 18 hours at 90. The mixture was distilled under reduced pressure, and then 1N hydrochloric acid solution was added. The resulting solution was extracted with ethyl acetate. The extract was washed with saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate and filtered. Filtrate was distilled under reduced pressure and separated by column chromatography to obtain the title compound (100mg, 74%). [945] NMR:1H-NMR(400HMz, DMS)-d 6); delta 12.08(brs, 1H),8.11(d, 1H), 7.83(d, 1H), 7.70(d, 1H), 6.58(d, 1H)

189882-33-5, The synthetic route of 189882-33-5 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; LG LIFE SCIENCES LTD.; LEE, Sung Bae; PAEK, Seung Yup; YOON, Sook Kyung; YOON, Seung Hyun; CHOI, Jeung Soon; WO2014/73904; (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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1670-81-1,1H-Indole-5-carboxylic acid,as a common compound, the synthetic route is as follows.

Intermediate 30; Ethyl 1H-indole-5-carboxylate; To a solution of I H-indole-5-carboxylic acid (5 g, 31 mmol) in toluene (200 ml) was added ethanol (40 ml) and APTS (catalytic quantity). The mixture was stirred at 1200C for 24 hours. The reaction made slow progress, APTS (2.85 g, 5 mmol) was added and a dean- stark was used. Water/ethanol/toluene were co-evaporated and ethanol (40 ml) was added. The reaction was heated to reflux for 24 hours and water/ethanol were co- evaporated. The reaction mixture was concentrated and the residue was diluted with ethyl acetate. The mixture was washed with a saturated solution of NaHCO3 and NaOH 1 N. The organic phase was washed with brine, dried over Na2SO4, filtered and evaporated to give the title compound as brown viscous oil (3.8 g, 65%). NMR1H NMR (300 MHz), CDCI3 delta: 7.84 (dd, 1 H, J=1.57 Hz, 8.55 Hz), 7.32 (d, 1 H, J=8.40 Hz), 7.19 (m, 1 H), 7.10 (m, 1 H), 6.58 (m, 1 H), 4.33 (q, 2H, J=7.10 Hz), 1.34 (t, 3H, J=7.14 Hz).

1670-81-1, The synthetic route of 1670-81-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2009/47240; (2009); 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