879-37-8,879-37-8, Indole-3-acetamide is a indole-building-block compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated
To compound C, indole-3-acetamide (104.71 g) and THF (1428 mL) were added at about 15 C. to about 35 C. under a nitrogen atmosphere. The resulting solution was added dropwise in the range of about 20 C. to about 32 C. over about 30 minutes or longer under a nitrogen atmosphere to a 1 M solution of potassium tert-butoxide in THF (1382.5 mL) further diluted with THF (420 mL). The reaction solution was stirred at about 20 C. to about 32 C. for about 2 hours. Then, 12 M hydrochloric acid (312 mL) was added dropwise at about 50 C. or lower, and the mixture was stirred at about 40 C. to about 50 C. for about 1 hour. After the completion of reaction, water (465 mL) and 28% ammonia water (465 mL) were added to the reaction solution, and the mixture was stirred at about 20 C. to about 32 C. for about 30 minutes or longer and then separated into aqueous and organic layers. The aqueous layer was removed. The organic layers containing compound B were combined and concentrated to about 2100 mL under a reduced pressure at an internal temperature of about 60 C. or lower. Ethanol (4095 mL) was added to the concentrated solution containing compound B. The resulting solution containing compound B was further concentrated to about 2100 mL under a reduced pressure at about 60 C. or lower, and then, ethanol (1050 mL) was added. The solution was concentrated to about 2100 mL under a reduced pressure at about 60 C. or lower to adjust the THF concentration to 2% or less. The concentrated solution obtained was cooled to about 20 C. to about 30 C., and water (2100 mL) was added dropwise over about 1 hour or longer. The resulting mixture containing compound B was stirred at about 20 C. to about 30 C. for 1 hour. The deposited crystals of compound B were collected by filtration and washed with a 50% aqueous ethanol solution (1050 mL). The crystals of compound B were dried in vacuum at about 45 C. to about 55 C. for about 12 hours or longer (178.7 g, yield: 80.9% (calculated based on indole-3-acetamide)). The crystals of compound B thus obtained can be used directly in next step. The crystals of compound B may be further purified as follows: methylene chloride (750 mL) was added to the crystals of compound B (150.0 g), and the mixture was stirred at about 15 C. to about 25 C. for about 2 hours or longer. To this suspension containing compound B, heptane (750 mL) was added dropwise at about 15 C. to about 25 C. over about 1 hour or longer, and the mixture was stirred at about 15 C. to about 25 C. for about 2 hours or longer. The deposited crystals of compound B were collected by filtration and washed with a mixed solvent of methylene chloride and heptane (mixing ratio: 1/1) (450 mL). The crystals of compound B were dried in vacuum at about 45 C. to about 55 C. for about 12 hours or longer (146.1 g, yield from crystals before purification: 97.4%).
The synthetic route of 879-37-8 has been constantly updated, and we look forward to future research findings.
Reference：
Patent; ARQULE, INC.; Nakamura, Yoshitaka; Ooyama, Jo; US2013/281699; (2013); A1;,
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