3,5-Difluorophenylacetic acid → HCID 11704721, compound

HRID 553125Notes

Reaction equation

HRID 553125 reaction equation
[NH2:1][CH:2]([CH3:20])[C:3]([NH:5][C:6]1[N:7]=[CH:8][N:9]([C:11]([CH3:19])([CH3:18])[CH2:12][N:13]2[CH2:17][CH2:16][CH2:15][CH2:14]2)[CH:10]=1)=[O:4].[F:21][C:22]1[CH:23]=[C:24]([CH2:29][C:30](O)=[O:31])[CH:25]=[C:26]([F:28])[CH:27]=1>>[F:21][C:22]1[CH:23]=[C:24]([CH2:29][C:30]([NH:1][CH:2]([CH3:20])[C:3]([NH:5][C:6]2[N:7]=[CH:8][N:9]([C:11]([CH3:19])([CH3:18])[CH2:12][N:13]3[CH2:14][CH2:15][CH2:16][CH2:17]3)[CH:10]=2)=[O:4])=[O:31])[CH:25]=[C:26]([F:28])[CH:27]=1

Participants

3

Reactant 2

HCID 1454243,5-Difluorophenylacetic acidHCID 67164301HCID 67164301, compound

Product 1

HCID 11704721HCID 11704721, compound

Procedure

2-Amino-N-[1-(1,1-dimethyl-2-pyrrolidin-1-yl-ethyl)-1H-imidazol-4-yl]-propionamide was coupled with (3,5-Difluoro-phenyl)-acetic acid to provide the title compound: 1H NMR (400 MHz) 1.41 (d, 3H), 1.51 (s, 6H), 1.48 (s, 4H), 2.32 (s, 4H), 2.7 (s, 2H), 3.5 (s, 2H), 4.88-4.83 (m, 1H), 7.44 (d, 1H, J=1.4 Hz), 6.63-6.68 (m, 1H), 6.71-6.90 (M, 2 h), 7.58 (d, 1H, J=1.7 Hz), 11.8 (brs, 1H) MS m/z 434.2 (M+1).

Sources & evidence

ORD record
ord-f5816122814149c890b7cb1a0b7baa7b
Source dataset
uspto-grants-2011_05
Patent number
US07951958B2

Reaction notes

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