4-Pentenoyl chloride → HCID 11950281, compound

HRID 553425Notes

Reaction equation

HRID 553425 reaction equation
Cl.[CH:2]1([CH2:5][NH:6][C:7]([C:9]2[C:13]3[CH2:14][NH:15][CH2:16][CH2:17][C:12]=3[O:11][N:10]=2)=[O:8])[CH2:4][CH2:3]1.C1(CN[C:23]([C:25]2[C:29]3CNC[CH2:33][C:28]=3ON=2)=[O:24])CC1.C(Cl)(=O)CCC=C>>[CH:2]1([CH2:5][NH:6][C:7]([C:9]2[C:13]3[CH2:14][N:15]([C:23](=[O:24])[CH2:25][CH2:29][CH:28]=[CH2:33])[CH2:16][CH2:17][C:12]=3[O:11][N:10]=2)=[O:8])[CH2:4][CH2:3]1

Participants

4

Reactant 3

HCID 42284934-Pentenoyl chlorideHCID 57618624HCID 57618624, compoundHCID 67461967HCID 67461967, compound

Product 1

HCID 11950281HCID 11950281, compoundYield 84%

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.

Sources & evidence

ORD record
ord-d6234bf21990491bb936e9bb05538d6f
Source dataset
uspto-grants-2011_11
Patent number
US08048879B2

Reaction notes

Loading…