Brief introduction of 101861-63-6

101861-63-6 4,6-Dichloroindole-2-carboxylic acid 127988, aindole-building-block compound, is more and more widely used in various fields.

101861-63-6, 4,6-Dichloroindole-2-carboxylic acid is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1. 4,6-Dichloro-2-(N-methoxy-N-methylamino)carbonyl]indole The title compound was prepared according to the procedure described in step 1 of Example 7 from 4,6-dichloroindole-2-carboxylic acid (Salituro, Francesco G. et al., J. Med. Chem., 1990, 33, 2944). 1H-NMR (DMSO-d6) delta: 12.09 (1H, br s), 7.48 (1H, dd, J=1.0, 1.6 Hz), 7.25 (1H, d, J=1.6 Hz), 7.11 (1H, s), 3.82 (3H, s), 3.63 (3H, s)., 101861-63-6

101861-63-6 4,6-Dichloroindole-2-carboxylic acid 127988, aindole-building-block compound, is more and more widely used in various fields.

Reference:
Patent; Nakao, Kazunari; Stevens, Rodney William; Kawamura, Kiyoshi; Uchida, Chikara; Koike, Hiroki; Caron, Stephane; US6608070; (2003); B1;,
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 101861-63-6

101861-63-6, The synthetic route of 101861-63-6 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.101861-63-6,4,6-Dichloroindole-2-carboxylic acid,as a common compound, the synthetic route is as follows.

4,6-Dichloro-1H-indole-2-carboxylic acid (500 mg, 2.17 mmol), N,0- dimethylhydroxylamine hydrochloride (423 mg, 4.34 mmol), HOBt (332 mg, 2.17 mmol), EDC hydrochloride (874 mg, 4.56 mmol) and triethylamine (1.32 mL, 8.68 mmol) were dissolved in anhydrous dimethylformamide (40 mL). The mixture was stirred for overnight at room temperature. The reaction mixture was diluted with ethyl acetate, and the organic layer was washed with water, saturated NLLCl, 10% NaOH and brine. The organic layer was dried over Na2S04, and it was concentrated under reduced pressure. The residue was purified on an ISCO chromatograph (0-50% ethyl acetate/hexane) to give product as a white solid (505 mg, 85%); ‘H NMR (300 MHz) (DMSO-de) d 12.10 (bs, 1H), 7.45 (d, J= 1 Hz, 1H), 7.24 (d, J= 1 Hz, 1H), 7.09 (s, 1H), 3.80 (s, 3H), 3.33 (s, 3H).

101861-63-6, The synthetic route of 101861-63-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RUTGERS, THE STATE UNIVERSITY OF NEW JERSEY; TAXIS PHARMACEUTICALS, INC.; LAVOIE, Edmond, J.; SAGONG, Hye Yeon; PARHI, Ajit, K.; (144 pag.)WO2019/99402; (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

Analyzing the synthesis route of 101861-63-6

101861-63-6 4,6-Dichloroindole-2-carboxylic acid 127988, 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.101861-63-6,4,6-Dichloroindole-2-carboxylic acid,as a common compound, the synthetic route is as follows.

Step 1 – Methyl 4,6-dichloro-1-methyl-indole-2-carboxylate (0369) [00268] To a mixture of 4,6-dichloro-1H-indole-2-carboxylic acid (950 mg, 4.13 mmol, CAS101861-63-6) in N,N-dimethylformamide (10 mL) was added potassium carbonate (2.28 g, 16.5 mmol). Iodomethane (3.52 g, 24.8 mmol) was added to the mixture dropwise. Then the mixture was stirred at 60 C for 12 hrs. On completion, the mixture was quenched with water (30 mL). The mixture was extracted with ethyl acetate (2 x 20 mL). The organic layers were dried with anhydrous sodium sulfate, filtrated, and concentrated in vacuo to give the title compound. 1H NMR (400MHz, CDCl3) delta = 7.34 (s, 1H), 7.30 (s, 1H), 7.17 (d, J = 1.3 Hz, 1H), 4.15 (s, 3H), 4.01 (s, 3H)., 101861-63-6

101861-63-6 4,6-Dichloroindole-2-carboxylic acid 127988, aindole-building-block compound, is more and more widely used in various fields.

Reference:
Patent; RAZE THERAPEUTICS, INC.; MAINOLFI, Nello; MOYER, Mikel P.; SAIAH, Eddine; (264 pag.)WO2017/156181; (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

Downstream synthetic route of 101861-63-6

101861-63-6, The synthetic route of 101861-63-6 has been constantly updated, and we look forward to future research findings.

101861-63-6, 4,6-Dichloroindole-2-carboxylic acid is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example IPreparation of 4, 6-dichloro-N-(4, 4-dimeth ylcyclohexyl)- IH-indole-2-carboxamide (IA): (1A)A mixture of 4,6-dichloro-1 H-indole-2-carboxylic acid -1d: 205 g, 891 .1 mmol in 9 batches) and 4,4-dimethylcyclohexylamine.HCI -6b: 160.4 g, 980.2 mmol) in dry DMF (2290 mL) was cooled to 000 and added HATU (406.3 g, 1070 mmol) followed by5 DIPEA (775.5 mL, 4450 mmol) drop-wise and the mixture was stirred under inert atmosphere at room temperature for 17 h. Ice-cold water (7000 mL) was added to the reaction mixture and stirred vigorously and the precipitated solid was collected by filtration and dried thoroughly. The combined crude solids from all batches were purified by column chromatography over silica gel (100-200 mesh) using a solvent gradient of10 30%-40% ethyl acetate in hexanes as eluentto afford 213 g of light brown solid. It was triturated with ether/hexanes (3:7) in five cycles to give off-white solid. The solid was treated with charcoal in ethyl acetate/methanol (4:1) at 70C for 3h and filtered to afford 207 g (68.5%) of 4,6-dichloro-N-(4,4-dimethylcyclohexyl)-1 H-indole-2-carboxamide (IA) as a white solid.15 NMR (400 MHz, DMSO-d6): 6 12.06 (5, 1 H), 8.44 (d, J = 8.0 Hz, 1 H), 7.41 (5,1 H), 7.30 (5, 1 H), 7.22 (5, 1 H), 3.80-3.65 (m, 1 H), 1 .70-1 .60 (m, 2H), 1.60-1 .45 (m, 2H),1.45-1.35 (m, 2H), 1.35-1.20 (m, 2H), 0.95 (5, 3H), 0.93 (5, 3H). 130 NMR (100 MHz,DMSO-d6): 6159.3, 136.7, 133.7, 127.5, 126.2, 124.8, 119.3, 111.1, 100.6, 48.1, 37.6(20), 32.1, 29.3 (20), 28.1 (20). ESI MS: m/z 339.01 [(Mi-H] & 341 .03 [(M+2)+H]. HPLC 20 purity: 99.7%.

101861-63-6, The synthetic route of 101861-63-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; JIRICEK, Jan; KONDREDDI, Ravinder Reddy; SMITH, Paul William; WO2014/37900; (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 101861-63-6

As the paragraph descriping shows that 101861-63-6 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.101861-63-6,4,6-Dichloroindole-2-carboxylic acid,as a common compound, the synthetic route is as follows.

In the reaction bottle,22 g of 4,6-dichloroindolecarboxylic acid was added to 150 mL of DMSO, and then 3 g of copper chloride was added.The reaction was heated at 120 C for 1 h,TLC monitors the reaction of the starting material completely, and the reaction solution is filtered, and then 200 mL of dichloromethane is added to extract the reaction solution three times.The organic phases were combined, washed with 200 mL of water and concentrated.Then in a mixture of acetone and n-hexane (V acetone: V-hexane = 3:1)Recrystallization from 100 mL gives 4,6-dichloroanthracene 14g, 101861-63-6

As the paragraph descriping shows that 101861-63-6 is playing an increasingly important role.

Reference:
Patent; Henan Normal University; Xu Guiqing; Wang Jiahao; Ren Baoqi; Zhou Yingjie; Mao Longfei; (9 pag.)CN109160895; (2019); 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

Simple exploration of 101861-63-6

101861-63-6, As the paragraph descriping shows that 101861-63-6 is playing an increasingly important role.

101861-63-6, 4,6-Dichloroindole-2-carboxylic acid is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A flask was charged with tert-butyl l,8-diazaspiro[4.5]decane-8-carboxylate (165 mg, 0.69 mmol, 1 equiv), 4,6-dichloro-lH-indole-2-carboxylic acid (219 mg, 0.95 mmol, 1.39 equiv) and DMF (5 mL). The mixture was stirred until all reagents were solubilized prior to the addition of HATU (339 mg, 0.89 mmol, 1.29 equiv) and TEA (383 mu, 2.75 mmol, 3.99 equiv). The reaction mixture was stirred overnight at room temperature, poured into EtOAc (5 mL), washed with sat. NaHC03 (5 mL) and brine (5 mL), dried over Na2S04, concentrated under reduced pressure, and purified over silica to afford tert-butyl l-(4,6-dichloro-lH-indole-2- carbonyl)-l,8-diazaspiro[4.5]decane-8-carboxylate (247 mg, 79% yield). LCMS (ESI, m/z): 452.1 [M+H]+.

101861-63-6, As the paragraph descriping shows that 101861-63-6 is playing an increasingly important role.

Reference:
Patent; ABIDE THERAPEUTICS, INC.; GRICE, Cheryl A.; WEBER, Olivia D.; BUZARD, Daniel J.; SHAGHAFI, Michael B.; JONES, Todd K.; (275 pag.)WO2019/46318; (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

Analyzing the synthesis route of 101861-63-6

101861-63-6 4,6-Dichloroindole-2-carboxylic acid 127988, 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.101861-63-6,4,6-Dichloroindole-2-carboxylic acid,as a common compound, the synthetic route is as follows.

In the reaction bottle,22 g of 4,6-dichloroindolecarboxylic acid was added to 150 mL of DMSO, and then 3 g of copper chloride was added.The reaction was heated at 120 C for 1 h,TLC monitors the reaction of the starting material completely, and the reaction solution is filtered, and then 200 mL of dichloromethane is added to extract the reaction solution three times.The organic phases were combined, washed with 200 mL of water and concentrated.Then in a mixture of acetone and n-hexane (V acetone: V-hexane = 3:1)Recrystallization from 100 mL gives 4,6-dichloroanthracene 14g, 101861-63-6

101861-63-6 4,6-Dichloroindole-2-carboxylic acid 127988, aindole-building-block compound, is more and more widely used in various fields.

Reference:
Patent; Henan Normal University; Xu Guiqing; Wang Jiahao; Ren Baoqi; Zhou Yingjie; Mao Longfei; (9 pag.)CN109160895; (2019); 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