反応 #675670

反応方程式

(R)-tert-butyl 5-(1-aminoethyl)thiophene-2-carboxylate hydrochloride

triethylamine

HATU

1-benzothiophene-2-carboxylic acid

→

(R)-tert-butyl 5-(1-(benzothiophene-2-carboxamido)ethyl)thiophene-2-carboxylate

溶媒

DCM

DCM

water

反応条件

後処理

1. 1
   workup.STIRRINGThe mixture was stirred at rt for 16 h
2. 2
   その他After separation
3. 3
   抽出the aqueous layer was extracted with DCM (2×3 mL)
4. 4
   その他The combined organic phases were evaporated to dryness

実験手順

To a 2-dram vial was added triethylamine (0.156 mL, 1.12 mmol), HATU (0.106 g, 0.28 mmol), 1-benzothiophene-2-carboxylic acid (0.050 g, 0.28 mmol), and DCM (3 mL). The solution was stirred at rt for 30 min, then transferred to another 2-dram vial containing solid (R)-tert-butyl 5-(1-aminoethyl)thiophene-2-carboxylate hydrochloride. The mixture was stirred at rt for 16 h. To the reaction was then added DCM (3 mL) and water (1 mL). After separation, the aqueous layer was extracted with DCM (2×3 mL). The combined organic phases were evaporated to dryness to give (R)-tert-butyl 5-(1-(benzothiophene-2-carboxamido)ethyl)thiophene-2-carboxylate as a brown solid. LC-MS: (FA) ES+ 388.

出典