Hydrochloric Acid → 4-[4-[5-(2-Fluorophenyl)-4,5-dihydro-3-isoxazolyl)-2-thiazolyl]piperidine hydrochloride

HRID 1802325Notes

Reaction equation

HRID 1802325 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]1[O:12][N:11]=[C:10]([C:13]2[N:14]=[C:15]([CH:18]3[CH2:23][CH2:22][N:21](C(OC(C)(C)C)=O)[CH2:20][CH2:19]3)[S:16][CH:17]=2)[CH2:9]1.[ClH:31]>C(O)C.CCOCC>[ClH:31].[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]1[O:12][N:11]=[C:10]([C:13]2[N:14]=[C:15]([CH:18]3[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]3)[S:16][CH:17]=2)[CH2:9]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 666335001,1-Dimethylethyl 4-[4-(4,5-dihydro-5-(2-fluorophenyl)-3-isoxazolyl)-2-thiazolyl]-1-piperidinecarboxylate2×

Product 1

HCID 666183564-[4-[5-(2-Fluorophenyl)-4,5-dihydro-3-isoxazolyl)-2-thiazolyl]piperidine hydrochloride

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 3283Diethyl EtherSolvent

Procedure

To a solution of 1,1-dimethylethyl 4-[4-(4,5-dihydro-5-(2-fluorophenyl)-3-isoxazolyl)-2-thiazolyl]-1-piperidinecarboxylate (i.e. the product of Step B) (1.05 g, 2.43 mmol) in ethanol (20 mL) was added a solution of hydrogen chloride in ether (2 M, 12.2 mL). The reaction mixture was stirred at room temperature overnight and then concentrated under reduced pressure to provide the title compound as colorless solid (0.807 g)

Workup

  1. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-b2c985635a8e4a1d88e024fe5d3a2fa1
Source dataset
uspto-grants-2013_01
Patent number
US08349870B2

Reaction notes

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