Water → 5-(1-Methylpiperazin-4-yl)methylene-3-[4-(imidazo[1,2-a]pyridin-5-ylthio)butyl]thiazolidine-2,4-dione

HRID 357085

反応式

Cl[CH2:2][CH2:3][CH2:4][CH2:5][S:6][C:7]1[N:12]2[CH:13]=[CH:14][N:15]=[C:11]2[CH:10]=[CH:9][CH:8]=1.[CH3:16][N:17]1[CH2:22][CH2:21][N:20]([CH:23]=[C:24]2[S:28][C:27](=[O:29])[NH:26][C:25]2=[O:30])[CH2:19][CH2:18]1.C1CCN2C(=NCCC2)CC1.O>CN(C)C=O>[CH3:16][N:17]1[CH2:22][CH2:21][N:20]([CH:23]=[C:24]2[S:28][C:27](=[O:29])[N:26]([CH2:2][CH2:3][CH2:4][CH2:5][S:6][C:7]3[N:12]4[CH:13]=[CH:14][N:15]=[C:11]4[CH:10]=[CH:9][CH:8]=3)[C:25]2=[O:30])[CH2:19][CH2:18]1

参加物

反応条件

温度: 80 °C

実験手順

To a solution of 241 mg (1.0 mmol) of 5-(4-chlorobutylthio)imidazo[1,2-a]pyridine and 227 mg (1.0 mmol) of 5-(1-methylpiperazin-4-yl)methylene-thiazolidine-2,4-dione in 10 ml of N,N-dimethylformamide, 0.15 ml (1.0 mmol) of 1,8-diazabicyclo[5.4.0]-7-undecene was added, followed by stirring at 80° C. for 3 hours. After the reaction mixture was cooled, water was added; the mixture was extracted with ethyl acetate and dried, after which the solvent was distilled off. The residue was purified by column chromatography (eluent, chloroform/ethanol=50/1) to yield 330 mg (76.0%, light yellow oily substance) of the desired product.

後処理

temperatureAfter the reaction mixture was cooled
extractionthe mixture was extracted with ethyl acetate
customdried
distillationafter which the solvent was distilled off
customThe residue was purified by column chromatography (eluent, chloroform/ethanol=50/1)

出典と根拠

ORDレコード: ord-1e9dc5af16e24c488b1091bd6fc6c67b
出典データセット: uspto-grants-1998_11
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US05840732

反応式

参加物

反応物 4

生成物 1

試薬・触媒・溶媒 1

反応条件

実験手順

後処理

出典と根拠

関連ノート