Hydrochloric Acid → 4-{4-[(Cyclohexyloxy)carbonyl]-1,3-thiazol-2-yl}piperidinium chloride

HRID 573259Notes

Reaction equation

[ClH:1].[CH:2]1([O:8][C:9]([C:11]2[N:12]=[C:13]([CH:16]3[CH2:21][CH2:20][N:19](C(OC(C)(C)C)=O)[CH2:18][CH2:17]3)[S:14][CH:15]=2)=[O:10])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1>C(OCC)C.O1CCOCC1>[Cl-:1].[CH:2]1([O:8][C:9]([C:11]2[N:12]=[C:13]([CH:16]3[CH2:17][CH2:18][NH2+:19][CH2:20][CH2:21]3)[S:14][CH:15]=2)=[O:10])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1

Participants

Conditions

Temperature: 0 °C

Procedure

Under argon and at 0° C., a 2-molar solution of hydrogen chloride in diethyl ether (50 ml) is added dropwise to a solution of tert-butyl 4-{4-[(cyclohexyloxy)carbonyl]-1,3-thiazol-2-yl}piperidine-1-carboxylate (IX-1, 2.63 g) in dioxane (20 ml). The reaction mixture is stirred at 0° C. and then slowly warmed to room temperature. After stirring overnight, the solvent and excess hydrogen chloride are removed. This gives 4-{4-[(cyclohexyloxy)carbonyl]-1,3-thiazol-2-yl}piperidinium chloride (2.19 g, 99%)

Workup

temperatureslowly warmed to room temperature
stirringAfter stirring overnight
customthe solvent and excess hydrogen chloride are removed

Sources & evidence

ORD record: ord-a664909938f84def93d990ef798fcaeb
Source dataset: uspto-grants-2015_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09029549B2

Reaction notes

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