Hydrochloric Acid → 4-{4-[2-(Naphthalen-1-yl)ethyl]-1,3-thiazol-2-yl}piperidine hydrochloride

HRID 549948Notes

Reaction equation

[ClH:1].[C:2]1([CH2:12][CH2:13][C:14]2[N:15]=[C:16]([CH:19]3[CH2:24][CH2:23][N:22](C(OC(C)(C)C)=O)[CH2:21][CH2:20]3)[S:17][CH:18]=2)[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][CH:3]=1>C(OCC)C>[ClH:1].[C:2]1([CH2:12][CH2:13][C:14]2[N:15]=[C:16]([CH:19]3[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]3)[S:17][CH:18]=2)[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][CH:3]=1

Participants

Conditions

Temperature: 0 °C

Procedure

Under argon and at 0° C., a solution of hydrogen chloride in diethyl ether (2 M, 25 ml) is added to tert-butyl 4-{4-[2-(naphthalen-1-yl)ethyl]-1,3-thiazol-2-yl}piperidine-1-carboxylate (IV-2, 1.40 g). The mixture is stirred at 0° C. and then slowly warmed to room temperature. The mixture is stirred overnight, and the excess acid and solvent are then removed under reduced pressure. This gives 4-{4-[2-(naphthalen-1-yl)ethyl]-1,3-thiazol-2-yl}piperidine hydrochloride (1.28 g).

Workup

temperatureslowly warmed to room temperature
stirringThe mixture is stirred overnight
customthe excess acid and solvent are then removed under reduced pressure

Sources & evidence

ORD record: ord-6008ed87ab6341898bf9e0c9b38f4ad7
Source dataset: uspto-grants-2011_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07943774B2

Reaction notes

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