2-Acetoxyisobutyroyl chloride → 2-[2-[[3-(2,5-Difluorophenyl)-1-benzofuran-5-yl]carbonyl]hydrazino]-1,1-dimethyl-2-oxoethyl acetate

HRID 452660

Reaction equation

HRID 452660 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[C:9]1[C:13]2[CH:14]=[C:15]([C:18]([NH:20][NH2:21])=[O:19])[CH:16]=[CH:17][C:12]=2[O:11][CH:10]=1.[C:22]([O:25][C:26]([CH3:31])([CH3:30])[C:27](Cl)=[O:28])(=[O:24])[CH3:23]>>[C:22]([O:25][C:26]([CH3:31])([CH3:30])[C:27]([NH:21][NH:20][C:18]([C:15]1[CH:16]=[CH:17][C:12]2[O:11][CH:10]=[C:9]([C:3]3[CH:4]=[C:5]([F:8])[CH:6]=[CH:7][C:2]=3[F:1])[C:13]=2[CH:14]=1)=[O:19])=[O:28])(=[O:24])[CH3:23]

Participants

3

Reactant 2

HCID 1234962-Acetoxyisobutyroyl chlorideHCID 686643743-(2,5-Difluorophenyl)-1-benzofuran-5-carbohydrazide

Product 1

HCID 686631132-[2-[[3-(2,5-Difluorophenyl)-1-benzofuran-5-yl]carbonyl]hydrazino]-1,1-dimethyl-2-oxoethyl acetateYield 85%

Procedure

In the same manner as in Reference Example 129 and using 3-(2,5-difluorophenyl)-1-benzofuran-5-carbohydrazide instead of 3-bromo-1-benzofuran-5-carbohydrazide and 2-chloro-1,1-dimethyl-2-oxoethyl acetate instead of (1S)-2-chloro-1-methyl-2-oxoethyl acetate, the title compound (yield 85%) was obtained as colorless crystals.

Sources & evidence

ORD record
ord-33743152b32443c492c7f9c3145b33ee
Source dataset
uspto-grants-2013_07
Patent number
US08492378B2

Linked notes

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