Ethyl bromopyruvate → (+/-)-7-(4-Ethoxycarbonyl-thiazol-2-yl)-8-methyl-5-(4-nitrophenyl)-8,9-dihydro-7H-1,3-dioxolo[4,5-h][2,3]benzodiazepine

HRID 25067

反応式

HRID 25067 の反応式
[CH3:1][CH:2]1[CH2:8][C:7]2[CH:9]=[C:10]3[O:15][CH2:14][O:13][C:11]3=[CH:12][C:6]=2[C:5]([C:16]2[CH:21]=[CH:20][C:19]([N+:22]([O-:24])=[O:23])=[CH:18][CH:17]=2)=[N:4][N:3]1[C:25](=[S:27])[NH2:26].Br[CH2:29][C:30](=O)[C:31]([O:33][CH2:34][CH3:35])=[O:32]>CN(C)C=O>[CH2:34]([O:33][C:31]([C:30]1[N:26]=[C:25]([N:3]2[CH:2]([CH3:1])[CH2:8][C:7]3[CH:9]=[C:10]4[O:15][CH2:14][O:13][C:11]4=[CH:12][C:6]=3[C:5]([C:16]3[CH:17]=[CH:18][C:19]([N+:22]([O-:24])=[O:23])=[CH:20][CH:21]=3)=[N:4]2)[S:27][CH:29]=1)=[O:32])[CH3:35]

参加物

4

反応物 2

HCID 66144Ethyl bromopyruvateHCID 12137394(+/-)-8-Methyl-5-(4-nitrophenyl)-7-thiocarbamoyl-8,9-dihydro-7H-1,3-dioxolo[4,5-h][2,3]benzodiazepine

生成物 1

HCID 12137427(+/-)-7-(4-Ethoxycarbonyl-thiazol-2-yl)-8-methyl-5-(4-nitrophenyl)-8,9-dihydro-7H-1,3-dioxolo[4,5-h][2,3]benzodiazepine収率 85%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
80 °C

実験手順

A mixture of 0.45 g (1.17 mmol) of the starting material I, 0.46 g (2.36 mmol) of ethyl bromopyruvate and 7 ml of dimethylformamide was stirred at 80° C. for 30 min. After cooling the precipitated crystals were filtered off, washed with ethanol and dried to yield 0.41 g (85%) of the title compound; Mp.: 242-243° C.

後処理

  1. temperatureAfter cooling the precipitated crystals
  2. filtrationwere filtered off
  3. washwashed with ethanol
  4. customdried

出典と根拠

ORDレコード
ord-3be6871f10994b319dc9c569ce143a0a
出典データセット
uspto-grants-2005_02
特許番号
US06858605B2

関連ノート

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