N-bromobutanimide → 8-bromo-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline 1-ethyl carboxylate

HRID 1969992ノート

反応式

HRID 1969992 の反応式
[Br:1]N1C(=O)CCC1=O.[O:9]=[C:10]1[C:19]2[NH:20][CH:21]=[CH:22][C:18]=2[C:17]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[NH:11]1.[CH2:23]([C:25]([O-:27])=[O:26])[CH3:24]>CN(C)C=O.C(OCC)(=O)C>[Br:1][C:15]1[CH:14]=[CH:13][C:12]2[NH:11][C:10](=[O:9])[C:19]3[NH:20][CH:21]=[CH:22][C:18]=3[C:17]=2[CH:16]=1.[CH2:23]([C:25]([O-:27])=[O:26])[CH3:24]

参加物

5

反応物 2

HCID 67184N-bromobutanimideHCID 86627461HCID 86627461、化合物

生成物 1

HCID 866275178-bromo-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline 1-ethyl carboxylate収率 55%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

434 mg (2.44 mmol) of N-bromosuccinimide is added to 500 mg (1.95 mmol) of 4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-ethyl carboxylate (synthesis 1) dissolved in 10 ml of anhydrous dimethylformamide and the reaction mixture is stirred for 1 h at room temperature. The mixture is then diluted in 10 mL of ethyl acetate, the solid is filtered, rinsed with diethyl ether then recrystallized from acetic acid to give 360 mg (55%) of 8-bromo-4-oxo-4,5-dihydro-3H-pyrrolo[2,3-c]quinoline-1-ethyl carboxylate cocrystallized with one equivalent of acetic acid in the form of a white solid.

後処理

  1. filtrationthe solid is filtered
  2. washrinsed with diethyl ether
  3. customthen recrystallized from acetic acid

出典と根拠

ORDレコード
ord-25c3530d616540fcab0408086ad28995
出典データセット
uspto-grants-2013_04
特許番号
US08426437B2

反応ノート

読み込み中…