3,5-Difluorophenylacetic acid → 3-(4-{2-[2-(3,5-Difluoro-phenyl)-acetylamino]-propionylamino}-imidazol-1-yl)-3-methyl-butyric acid methyl ester

HRID 1714304Notes

Reaction equation

HRID 1714304 reaction equation
[CH3:1][O:2][C:3](=[O:19])[CH2:4][C:5]([N:8]1[CH:12]=[C:11]([NH:13][C:14](=[O:18])[CH:15]([NH2:17])[CH3:16])[N:10]=[CH:9]1)([CH3:7])[CH3:6].[F:20][C:21]1[CH:22]=[C:23]([CH2:28][C:29](O)=[O:30])[CH:24]=[C:25]([F:27])[CH:26]=1>>[CH3:1][O:2][C:3](=[O:19])[CH2:4][C:5]([N:8]1[CH:12]=[C:11]([NH:13][C:14](=[O:18])[CH:15]([NH:17][C:29](=[O:30])[CH2:28][C:23]2[CH:22]=[C:21]([F:20])[CH:26]=[C:25]([F:27])[CH:24]=2)[CH3:16])[N:10]=[CH:9]1)([CH3:7])[CH3:6]

Participants

3

Reactant 2

HCID 1454243,5-Difluorophenylacetic acidHCID 671649443-[4-(2-Amino-propionylamino)-imidazol-1-yl]-3-methyl-butyric acid methyl ester

Product 1

HCID 115535753-(4-{2-[2-(3,5-Difluoro-phenyl)-acetylamino]-propionylamino}-imidazol-1-yl)-3-methyl-butyric acid methyl ester

Procedure

3-[4-(2-Amino-propionylamino)-imidazol-1-yl]-3-methyl-butyric acid methyl ester was coupled with (3,5-Difluoro-phenyl)-acetic acid to provide the title compound: C13 NMR (100 MHz, CDCl3) 19.6, 28.1, 28.2, 3.0, 46.9, 49.1, 51.9, 56.4, 102.5, 102.8, 103.0, 105.1, 112.3, 112.5, 112.6, 131.0, 137.9, 138.7, 164.3, 169.1, 170.0; MS 423.2 m/z (M+1).

Sources & evidence

ORD record
ord-ce41350c2b4e4b04b8c09a5015f3dac1
Source dataset
uspto-grants-2010_09
Patent number
US07795447B2

Reaction notes

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