2-(3,5-bis-trifluoromethyl-phenyl)-N-[4-(2-chloro-phenyl)-pyridin-3-yl]-N-methyl-isobutyramide → 2-(3,5-Bis-trifluoromethyl-phenyl)-N-[4-(2-chloro-phenyl)-pyridin-3-yl]-N-methyl-isobutyramide Hydrochloride

HRID 1017443Notes

Reaction equation

[F:1][C:2]([F:34])([F:33])[C:3]1[CH:4]=[C:5]([C:13]([CH3:32])([CH3:31])[C:14]([N:16]([C:18]2[CH:19]=[N:20][CH:21]=[CH:22][C:23]=2[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=2[Cl:30])[CH3:17])=[O:15])[CH:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:8]=1>C(OCC)C>[ClH:30].[F:12][C:9]([F:10])([F:11])[C:7]1[CH:6]=[C:5]([C:13]([CH3:31])([CH3:32])[C:14]([N:16]([C:18]2[CH:19]=[N:20][CH:21]=[CH:22][C:23]=2[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=2[Cl:30])[CH3:17])=[O:15])[CH:4]=[C:3]([C:2]([F:34])([F:1])[F:33])[CH:8]=1

Participants

Conditions

Temperature: 0 °C

Procedure

To a solution of 24.7 g (54.6 mmol) 2-(3,5-bis-trifluoromethyl-phenyl)-N-[4-(2-chloro-phenyl)-pyridin-3-yl]-N-methyl-isobutyramide in 100 ml diethyl ether were added under ice cooling 60 ml 3 N hydrochloric acid solution in diethyl ether. After stirring for 20 min at 0° C., the suspension was evaporated to dryness, re-suspended in 100 ml diethyl ether, filtered and dried in vacuo to give 26.3 g (99%) of the title compound as white crystals. M.p. 186-188° C.

Workup

customthe suspension was evaporated to dryness
filtrationfiltered
customdried in vacuo

Sources & evidence

ORD record: ord-5452097d4a96406cb3cfb1a999a36d04
Source dataset: uspto-grants-2002_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06479483B2

Reaction notes

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