N-bromobutanimide → Ethyl 4-amino-7-bromo-5-(4-nitrophenyl)pyrrolo[2,1-f][1,2,4]triazine-6-carboxylate

HRID 1094866ノート

反応式

HRID 1094866 の反応式
[NH2:1][C:2]1[C:7]2=[C:8]([C:16]3[CH:21]=[CH:20][C:19]([N+:22]([O-:24])=[O:23])=[CH:18][CH:17]=3)[C:9]([C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:10][N:6]2[N:5]=[CH:4][N:3]=1.[Br:25]N1C(=O)CCC1=O>C(#N)C>[NH2:1][C:2]1[C:7]2=[C:8]([C:16]3[CH:21]=[CH:20][C:19]([N+:22]([O-:24])=[O:23])=[CH:18][CH:17]=3)[C:9]([C:11]([O:13][CH2:14][CH3:15])=[O:12])=[C:10]([Br:25])[N:6]2[N:5]=[CH:4][N:3]=1

参加物

4

反応物 2

HCID 67184N-bromobutanimideHCID 57758046HCID 57758046、化合物

生成物 1

HCID 57955233Ethyl 4-amino-7-bromo-5-(4-nitrophenyl)pyrrolo[2,1-f][1,2,4]triazine-6-carboxylate収率 83%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

反応条件

温度
60 °C

実験手順

Ethyl 4-amino-5-(4-nitrophenyl)pyrrolo[2,1-f][1,2,4]triazine-6-carboxylate (2.0 g, 6.11 mmol) was suspended in ACN and treated with N-bromosuccinimide (1.20 g, 6.72 mmol). The dark suspension was heated to 60° C. for 1 h. The suspension was cooled and filtered. The brown solid was washed with ACN and MeOH. The product was collected by filtration to give 2.06 g of a yellow brown solid (83%). 1H-NMR (DMSO-d6) δ 8.26 (d, J=8.8, 2H), 8.07 (s, 1H), 7.64 (d, J=8.8, 2H), 4.02 (q, J=7.0, 2H), 0.95 (t, J=7.0, 3H); MS [M+H]+=406.1, 408.0; LCMS RT=2.93.

後処理

  1. temperatureThe suspension was cooled
  2. filtrationfiltered
  3. washThe brown solid was washed with ACN and MeOH
  4. filtrationThe product was collected by filtration

出典と根拠

ORDレコード
ord-fd029e95a67b4760b421130a972c2fb6
出典データセット
uspto-grants-2012_03
特許番号
US08133995B2

反応ノート

読み込み中…