3-(3,4-Difluoro-phenyl)-N-methyl-3-[4-(1H-pyrazol-4-yl)-phenyl]-propionamide → 3-(4-Chloro-phenyl)-3-[4-(1H-pyrazol-4-yl)-phenyl]-propionamide

HRID 45494Notes

Reaction equation

HRID 45494 reaction equation
F[C:2]1[CH:3]=[C:4]([CH:9]([C:15]2[CH:20]=[CH:19][C:18]([C:21]3[CH:22]=[N:23][NH:24][CH:25]=3)=[CH:17][CH:16]=2)[CH2:10][C:11]([NH:13]C)=[O:12])[CH:5]=[CH:6][C:7]=1F.[Cl:26]C1C=CC([Mg]Br)=CC=1>>[Cl:26][C:7]1[CH:6]=[CH:5][C:4]([CH:9]([C:15]2[CH:20]=[CH:19][C:18]([C:21]3[CH:22]=[N:23][NH:24][CH:25]=3)=[CH:17][CH:16]=2)[CH2:10][C:11]([NH2:13])=[O:12])=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 593319553-(3,4-Difluoro-phenyl)-N-methyl-3-[4-(1H-pyrazol-4-yl)-phenyl]-propionamideHCID 178478191HCID 178478191, compound

Product 1

HCID 112903203-(4-Chloro-phenyl)-3-[4-(1H-pyrazol-4-yl)-phenyl]-propionamide

Procedure

By following the procedure described in Example 9A and 9B but substituting 3,4-difluorophenylmagnesium bromide for 4-chlorophenylmagnesium bromide, the title compound was obtained. LC/MS: (PS-A2) Rt 2.54 [M+H]+ 326. 1H NMR (Me-d3-OD) δ 2.95 (2H, d), 4.53 (1H, t), 7.27 (6H, m), 7.50 (2H, d), 7.91 (2H, s).

Sources & evidence

ORD record
ord-1e32dd87fc1f41d295495ed17120d020
Source dataset
uspto-grants-2013_09
Patent number
US08541461B2

Reaction notes

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