Acetonitrile → HCID 69201758、化合物

反応式

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

参加物

反応物 4

HCID 6342Acetonitrile

HCID 11430Potassium Carbonate

HCID 2773502Methyl 2-bromothiazole-5-carboxylate

HCID 200993912-Ethyl-1-phenylpiperazine

生成物 1

HCID 69201758HCID 69201758、化合物収率 66.4%

反応条件

温度: 80 °C

実験手順

To a solution of methyl 2-bromothiazole-5-carboxylate 1 (222 mg, 1.00 mmol) in acetonitrile (20 mL) were added N-phenyl ethyl piperazine 14e (228 mg, 1.20 mmol) and potassium carbonate (152 mg, 1.10 mmol) under a N2 atmosphere. The reaction mixture was heated to reflux at 80° C. for 10 h. The reaction mixture was filtered through Celite and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography using silica gel to give the compound 15e (245 mg, 66.4%).