Hydrochloric Acid → 1-[4-(4,5-Dihydro-5-phenyl-3-isoxazolyl)-2-thiazolyl]piperazine hydrochloride

HRID 2095999Notes

Reaction equation

HRID 2095999 reaction equation
[C:1]1([CH:7]2[O:11][N:10]=[C:9]([C:12]3[N:13]=[C:14]([N:17]4[CH2:22][CH2:21][N:20](CC(OC(C)(C)C)=O)[CH2:19][CH2:18]4)[S:15][CH:16]=3)[CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[ClH:31]>C(OCC)C.CO>[ClH:31].[C:1]1([CH:7]2[O:11][N:10]=[C:9]([C:12]3[N:13]=[C:14]([N:17]4[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]4)[S:15][CH:16]=3)[CH2:8]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 672355881,1-Dimethylethyl 4-[4-(4,5-dihydro-5-phenyl-3-isoxazolyl)-2-thiazolyl]-1-piperazineacetate2×

Product 1

HCID 672350611-[4-(4,5-Dihydro-5-phenyl-3-isoxazolyl)-2-thiazolyl]piperazine hydrochloride

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 3283Diethyl EtherSolvent

Procedure

To a solution of 1,1-dimethylethyl 4-[4-(4,5-dihydro-5-phenyl-3-isoxazolyl)-2-thiazolyl]-1-piperazineacetate (i.e. the product of Example 7, Step D) (0.7 g, 1.686 mmol) in diethyl ether (10 mL) was added a 2 M solution of hydrogen chloride in methanol (10 mL) at room temperature. The reaction mixture was stirred at room temperature for 8 h. The resulting white precipitate was filtered and dried to give 500 mg of the title compound as a white solid.

Workup

  1. filtrationThe resulting white precipitate was filtered
  2. customdried

Sources & evidence

ORD record
ord-603c02065cda43278fdae04f1c1db551
Source dataset
uspto-grants-2013_05
Patent number
US08449898B2

Reaction notes

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