Phenylacetic Acid → N-(3,4-Dimethyl-phenyl)-2-phenyl-N-[2-(6-trifluoromethyl-pyridin-3-yl)-ethyl]-acetamide

HRID 1094350Notes

Reaction equation

C(O)(C(F)(F)F)=O.[CH3:8][C:9]1[CH:10]=[C:11]([NH:16][CH2:17][CH2:18][C:19]2[CH:20]=[N:21][C:22]([C:25]([F:28])([F:27])[F:26])=[CH:23][CH:24]=2)[CH:12]=[CH:13][C:14]=1[CH3:15].[C:29]1([CH2:35][C:36](O)=[O:37])[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>>[CH3:8][C:9]1[CH:10]=[C:11]([N:16]([CH2:17][CH2:18][C:19]2[CH:20]=[N:21][C:22]([C:25]([F:28])([F:27])[F:26])=[CH:23][CH:24]=2)[C:36](=[O:37])[CH2:35][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH:12]=[CH:13][C:14]=1[CH3:15]

Participants

Reactant 3

HCID 999Phenylacetic Acid

HCID 6422Trifluoroacetic acid

HCID 58007591(3,4-Dimethyl-phenyl)-[2-(6-trifluoromethyl-pyridin-3-yl)-ethyl]-amine

Product 1

HCID 44546311N-(3,4-Dimethyl-phenyl)-2-phenyl-N-[2-(6-trifluoromethyl-pyridin-3-yl)-ethyl]-acetamide

Procedure

In analogy to example 1, step 4 (without TFA addition), (3,4-dimethyl-phenyl)-[2-(6-trifluoromethyl-pyridin-3-yl)-ethyl]-amine (prepared in example 1, step 3) was coupled to phenylacetic acid to provide the title compound as a pale yellow oil. MS m/e: 413.2 [M+H]+.

Sources & evidence

ORD record: ord-8042355ea9d842d3be96f7365c7285e7
Source dataset: uspto-grants-2012_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08133909B2

Reaction notes

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