Hydrochloric Acid → Ethyl 5-(methylamino)-2-(piperazin-1-yl)thiazole-4-carboxylate hydrochloride

HRID 1775355Notes

Reaction equation

HRID 1775355 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[S:15][C:16]([NH:24][CH3:25])=[C:17]([C:19]([O:21][CH2:22][CH3:23])=[O:20])[N:18]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:26]>C(OCC)C.C(O)C>[ClH:26].[CH3:25][NH:24][C:16]1[S:15][C:14]([N:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)=[N:18][C:17]=1[C:19]([O:21][CH2:22][CH3:23])=[O:20]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 89825828Ethyl 2-(4-tert-butoxycarbonylpiperazin-1-yl)-5-methylamino-thiazole-4-carboxylate

Product 1

HCID 89826078Ethyl 5-(methylamino)-2-(piperazin-1-yl)thiazole-4-carboxylate hydrochloride

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 3283Diethyl EtherSolvent

Procedure

Ethyl 2-(4-tert-butoxycarbonylpiperazin-1-yl)-5-methylamino-thiazole-4-carboxylate (196 mg, 0.529 mmol) was dissolved in a mixture of diethylether (10 ml) and ethanol (absolute, 15 ml), hydrochloric acid (4N in dioxane, 5 ml) was added and the mixture was stirred at room temperature for two days. The resulting precipitate was collected by filtration, washed with diethylether and dried under reduced pressure to give 130 mg of a white solid (0.424 mmol, yield 80) MS (multi-mode) m/z=271.1 [M+1]+.

Workup

  1. additionwas added
  2. filtrationThe resulting precipitate was collected by filtration
  3. washwashed with diethylether
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-2713baebf79c484eb0207233db39d5c9
Source dataset
uspto-grants-2016_02
Patent number
US09260441B2

Reaction notes

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