Potassium Carbonate → HCID 68828548, compound

Reaction equation

[Cl:1][CH2:2][C:3]1[CH:8]=[C:7]([C:9]2[S:13][C:12]([CH2:14][CH3:15])=[N:11][C:10]=2[C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([CH3:22])[CH:17]=2)[CH:6]=[CH:5][N:4]=1.C(=O)([O-])[O-].[K+].[K+].[NH:29]1[CH2:33][CH2:32][CH2:31][CH2:30]1>>[ClH:1].[ClH:1].[CH2:14]([C:12]1[S:13][C:9]([C:7]2[CH:6]=[CH:5][N:4]=[C:3]([CH2:2][N:29]3[CH2:33][CH2:32][CH2:31][CH2:30]3)[CH:8]=2)=[C:10]([C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([CH3:22])[CH:17]=2)[N:11]=1)[CH3:15]

Participants

Reactant 3

HCID 11430Potassium Carbonate

HCID 31268Pyrrolidine

HCID 229326995-(2-Chloromethyl-4-pyridyl)-2-ethyl-4-(3-methylphenyl)-1,3-thiazole

Product 1

HCID 68828548HCID 68828548, compoundYield 85%

Procedure

To a solution of 5-(2-chloromethyl-4-pyridyl)-2-ethyl-4-(3-methylphenyl)-1,3-thiazole (0.20 g, 0.61 mmol) in pyrrolidine (0.5 mL) was stirred for 1 hour at 80° C. After cooling, to this was added an aqueous potassium carbonate solution, and extracted with ethyl acetate. The extracts were washed with brine, then, dried and concentrated. The residue was purified by alumina column chromatography (hexane-ethyl acetate=2:1). The resulting oil was made into a hydrochloride by using a solution of 4N-hydrogen chloride in ethyl acetate, and recrystallized from ethanol-isopropyl ether, to obtain a title compound (0.23 g, 85%).