Hydrochloric Acid → 1-(4-Methyl-5-trifluoromethyl-thiazol-2-yl)-piperazine hydrochloride

HRID 1352389Notes

Reaction equation

C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[S:15][C:16]([C:20]([F:23])([F:22])[F:21])=[C:17]([CH3:19])[N:18]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:24]>O1CCOCC1.CCOCC>[ClH:24].[CH3:19][C:17]1[N:18]=[C:14]([N:11]2[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]2)[S:15][C:16]=1[C:20]([F:23])([F:21])[F:22]

Participants

Conditions

Temperature: 90 °C

Procedure

To a solution of 1.45 mmol 4-(4-methyl-5-trifluoromethyl-thiazol-2-yl)-piperazine-1-carboxylic acid tert-butyl ester in 10 ml dioxane was added dropwise 21.8 mmol hydrogen chloride solution (4 M in dioxane) and the mixture was stirred at 90° C. for 2 h. The reaction mixture was then cooled to 0° C. and diluted with ether. The resulting crystals were collected by filtration and washed with ether to afford the title compound as a white crystalline solid (yield 68%). MS (m/e): 252.3 (M+H+, 100%).

Workup

temperatureThe reaction mixture was then cooled to 0° C.
filtrationThe resulting crystals were collected by filtration
washwashed with ether

Sources & evidence

ORD record: ord-67048687c4714a4e8e738e2dadded3a8
Source dataset: uspto-grants-2007_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07220744B2

Reaction notes

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