Hydrochloric Acid → 1-(2-Piperazin-1-yl-thiazol-5-yl)-propan-1-one hydrochloride

HRID 1352395Notes

Reaction equation

HRID 1352395 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[S:15][C:16]([C:19](=[O:22])[CH2:20][CH3:21])=[CH:17][N:18]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:23]>O1CCOCC1.CCOCC>[ClH:23].[N:11]1([C:14]2[S:15][C:16]([C:19](=[O:22])[CH2:20][CH3:21])=[CH:17][N:18]=2)[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 684069214-(5-Propionyl-thiazol-2-yl)-piperazine-1-carboxylic acid tert-butyl ester

Product 1

HCID 211001701-(2-Piperazin-1-yl-thiazol-5-yl)-propan-1-one hydrochlorideYield 99%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
90 °C

Procedure

To a solution of 0.58 mmol 4-(5-propionyl-thiazol-2-yl)-piperazine-1-carboxylic acid tert-butyl ester in 6 ml dioxane was added dropwise 8.76 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 white crystalline solid (yield 99%). MS (m/e): 226.4 (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-79927b84f3bc43a7872b882ef43ced0b
Source dataset
uspto-grants-2007_05
Patent number
US07220744B2

Reaction notes

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