تفاعل #1483076

معادلة التفاعل

3-(4-amino-phenylmethyl)-1-methyl-1H-indole-5-carboxylic acid methyl ester

DIPEA

benzoyl chloride

THF

→

3-(4-benzoylamino-phenylmethyl)-1-methyl-1H-indole-5-carboxylic acid methyl ester

المردود 83.0%

المذيبات

ether

ethyl acetate

ظروف التفاعل

المعالجة

1. 1
   غسيلwashed with aq. NaHCO3 (50 mL)
2. 2
   تجفيفThe organic layer was dried over MgSO4
3. 3
   ترشيحfiltered
4. 4
   تركيزconcentrated

الإجراء التجريبي

A solution of 3-(4-amino-phenylmethyl)-1-methyl-1H-indole-5-carboxylic acid methyl ester (62 mg, 0.21 mmol), DIPEA (0.06 mL, 0.32 mmol), benzoyl chloride (0.03 mL, 0.23 mmol) and THF (5 mL) was stirred for 10 hr at room temperature. The solution was then diluted with ether (20 mL) and ethyl acetate (20 mL) and washed with aq. NaHCO3 (50 mL). The organic layer was dried over MgSO4, filtered and concentrated. The remaining residue was subjected to flash chromatography (ethyl acetate/hexane, 2:3) to provide 3-(4-benzoylamino-phenylmethyl)-1-methyl-1H-indole-5-carboxylic acid methyl ester (69 mg, 83% yield).

المصدر