Hydrochloric Acid → 1-[5-(2,2,2-Trifluoro-ethyl)-thiazol-2-yl]-piperazine hydrochloride

HRID 1352373Notes

Reaction equation

HRID 1352373 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[S:15][C:16]([CH2:19][C:20]([F:23])([F:22])[F:21])=[CH:17][N:18]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:24]>O1CCOCC1.CCOCC>[ClH:24].[F:22][C:20]([F:21])([F:23])[CH2:19][C:16]1[S:15][C:14]([N:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)=[N:18][CH:17]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 67549439HCID 67549439, compound

Product 1

HCID 211001791-[5-(2,2,2-Trifluoro-ethyl)-thiazol-2-yl]-piperazine hydrochlorideYield 73%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
90 °C

Procedure

To a solution of 0.91 mmol 4-[5-(2,2,2-trifluoro-ethyl)-thiazol-2-yl]-piperazine-1-carboxylic acid tert-butyl ester in 30 ml dioxane was added dropwise 18.2 mmol hydrogen chloride solution (4 M in dioxane) and the mixture was stirred at 90° C. for 90 min. 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 light brown crystalline solid (yield 73%). MS (m/e): 252.3 (M+H+, 100%).

Workup

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

Sources & evidence

ORD record
ord-1c1664d32e584e5e89da5de31816e547
Source dataset
uspto-grants-2007_05
Patent number
US07220744B2

Reaction notes

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