Reaction #640607

Reaction equation

4,5,6,7-tetrahydro-isoxazolo[4,5-c]pyridine-3-carboxylic acid cyclopropylmethyl amide hydrochloride

4,5,6,7-tetrahydro-isoxazolo[4,5-c]pyridine-3-carboxylic acid cyclopropylmethyl amide

4-pentenoyl chloride

→

5-pent-4-enoyl-4,5,6,7-tetrahydro-isoxazolo[4,5-c]pyridine-3-carboxylic acid cyclopropylmethyl amide

Yield 84.0%

Conditions

Procedure

The corresponding base was released from 4,5,6,7-tetrahydro-isoxazolo[4,5-c]pyridine-3-carboxylic acid cyclopropylmethyl amide hydrochloride. In a manner similar to general method 3, 170 mg (0.42 mmol) of 4,5,6,7-tetrahydro-isoxazolo[4,5-c]pyridine-3-carboxylic acid cyclopropylmethyl amide were reacted with 89 μL (0.89 mmol) of 4-pentenoyl chloride to yield 150 mg (84% of theoretical) of 5-pent-4-enoyl-4,5,6,7-tetrahydro-isoxazolo[4,5-c]pyridine-3-carboxylic acid cyclopropylmethyl amide (66), which were obtained in the form of a brown oil.

Source