Reaktion #675670

Reaktionsgleichung

(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

Lösungsmittel

DCM

DCM

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGThe mixture was stirred at rt for 16 h
2. 2
   SonstigeAfter separation
3. 3
   Extraktionthe aqueous layer was extracted with DCM (2×3 mL)
4. 4
   SonstigeThe combined organic phases were evaporated to dryness

Vorschrift

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.

Quelle