Hydrochloric Acid → HCID 67549227, compound

HRID 1352283Notes

Reaction equation

HRID 1352283 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[S:15][C:16]([S:19]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)(=[O:21])=[O:20])=[CH:17][N:18]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:28]>O1CCOCC1.CCOCC>[ClH:28].[C:22]1([S:19]([C:16]2[S:15][C:14]([N:11]3[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]3)=[N:18][CH:17]=2)(=[O:21])=[O:20])[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 68406103HCID 68406103, compound

Product 1

HCID 67549227HCID 67549227, compoundYield 81%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of 0.73 mmol 4-(5-benzenesulfonyl-thiazol-2-yl)-piperazine-1-carboxylic acid tert-butyl ester in 10 ml dioxane was added dropwise 7.32 mmol hydrogen chloride solution (4 M in dioxane) and the mixture was stirred at 80° C. for 2.5 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 light brown crystalline solid (yield 81%). MS (m/e): 309.9 (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-be99ebdc22484825a84d1773eb31af2e
Source dataset
uspto-grants-2007_05
Patent number
US07220744B2

Reaction notes

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