Ammonia → 2-(4-Chloro-phenyl)-N-methyl-2-[4-(1H-pyrazol-4-yl)-phenyl]-acetamide

HRID 924724Notes

Reaction equation

ClC1C=CC(C(C2C=CC([C:18]3[CH:19]=[N:20][NH:21][CH:22]=3)=CC=2)CCN)=CC=1.Cl[C:24]1[CH:29]=[CH:28][C:27]([CH:30]([C:34]2[CH:39]=[CH:38][C:37]([Cl:40])=[CH:36][CH:35]=2)[C:31]([OH:33])=O)=[CH:26][CH:25]=1.[NH3:41].[CH3:42]N>>[Cl:40][C:37]1[CH:38]=[CH:39][C:34]([CH:30]([C:27]2[CH:26]=[CH:25][C:24]([C:18]3[CH:19]=[N:20][NH:21][CH:22]=3)=[CH:29][CH:28]=2)[C:31]([NH:41][CH3:42])=[O:33])=[CH:35][CH:36]=1

Participants

Reactant 4

HCID 222Ammonia

HCID 6329Methylamine

HCID 6730Bis(4-chlorophenyl)acetic acid

HCID 117713473-(4-Chloro-phenyl)-3-[4-(1H-pyrazol-4-yl)-phenyl]-propylamine

Product 1

HCID 113592962-(4-Chloro-phenyl)-N-methyl-2-[4-(1H-pyrazol-4-yl)-phenyl]-acetamide

Procedure

By following the procedure described in Example 12A followed by 12C but substituting 3-(4-Bromo-phenyl)-3-(4-chloro-phenyl)-propionic acid for Bis-(4-chloro-phenyl)-acetic acid and ammonia for methyl amine, the title compound was obtained. LC/MS (PS-A2): Rt2.64 [M+H]+ 326. 1H NMR (Me-d3-OD) δ 2.79 (3H, s), 4.94, (1H, br s), 7.26-7.35 (6H, m), 7.55-7.57 (2H, m), 7.96 (2H, br s)

Sources & evidence

ORD record: ord-c5788dd9dfd74609ae31002a3b2ac813
Source dataset: uspto-grants-2016_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09283226B2

Reaction notes

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