Hydrochloric Acid → 4-[4-(Cyclohexylacetyl)-1,3-thiazol-2-yl]piperidinium chloride

HRID 1506583Notes

Reaction equation

HRID 1506583 reaction equation
[ClH:1].[CH:2]1([CH2:8][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>O1CCOCC1.C(OCC)C>[Cl-:1].[CH:2]1([CH2:8][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])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 67468980tert-Butyl 4-[4-(cyclohexylacetyl)-1,3-thiazol-2-yl]piperidine-1-carboxylate

Product 1

HCID 674682564-[4-(Cyclohexylacetyl)-1,3-thiazol-2-yl]piperidinium chloride

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
0 °C

Procedure

Under argon and at 0° C., a solution of hydrogen chloride in dioxane (4M, 1 ml) was added to a solution of tert-butyl 4-[4-(cyclohexylacetyl)-1,3-thiazol-2-yl]piperidine-1-carboxylate (5.0 g) in diethyl ether (1 ml). The mixture was stirred at 0° C. and then slowly warmed to room temperature. After stirring overnight, excess acid and the solvent were removed under reduced pressure. This gave 4-[4-(cyclohexylacetyl)-1,3-thiazol-2-yl]piperidinium chloride (315 mg).

Workup

  1. temperatureslowly warmed to room temperature
  2. stirringAfter stirring overnight
  3. customexcess acid and the solvent were removed under reduced pressure

Sources & evidence

ORD record
ord-3f2055d5462d4336990478066d4e4032
Source dataset
uspto-grants-2015_12
Patent number
US09220266B2

Reaction notes

Loading…