Potassium Carbonate → HCID 22727955、化合物

HRID 2086075ノート

反応式

HRID 2086075 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([N+:9]([O-:11])=[O:10])[C:5](Cl)=[N:6][CH:7]=1.[N:12]1([C:17]2[CH:18]=[C:19]([NH2:23])[CH:20]=[CH:21][CH:22]=2)[CH:16]=[CH:15][N:14]=[CH:13]1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O.C(OCC)(=O)C.CO>[Br:1][C:2]1[CH:3]=[C:4]([N+:9]([O-:11])=[O:10])[C:5]([NH:23][C:19]2[CH:20]=[CH:21][CH:22]=[C:17]([N:12]3[CH:16]=[CH:15][N:14]=[CH:13]3)[CH:18]=2)=[N:6][CH:7]=1

参加物

7

反応物 3

HCID 11430Potassium CarbonateHCID 3212253-(1H-imidazol-1-yl)anilineHCID 70194125-Bromo-2-chloro-3-nitropyridine

生成物 1

HCID 22727955HCID 22727955、化合物収率 19.1%

試薬・触媒・溶媒 3

HCID 887Methanol溶媒HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
110 °C

実験手順

A mixture of 5-bromo-2-chloro-3-nitropyridine (4.1 g, 17 mmol), 3-(imidazol-1-yl)phenylamine (2.5 g, 16 mmol) and potassium carbonate (1.3 g, 9.4 mmol) in N,N-dimethylformamide (15 ml) was heated at 110° C. for 2 hours. The reaction was cooled to ambient temperature, diluted with ethyl acetate (100 ml) and methanol (100 ml) then pre-adsorbed on to silica. Purification by silica gel chromatography eluting with dichloromethane/methanol/0.880 NH3 (97:2.7:0.3) gave N-(5-bromo-3-nitropyridin-2-yl)-N-[3-(imidazol-1-yl)phenyl]amine as a red solid (1.1 g, 19%).

後処理

  1. temperatureThe reaction was cooled to ambient temperature
  2. customPurification by silica gel chromatography
  3. washeluting with dichloromethane/methanol/0.880 NH3 (97:2.7:0.3)

出典と根拠

ORDレコード
ord-e0b2e7432bd34b6b95748379edb7179d
出典データセット
uspto-grants-2004_04
特許番号
US06723735B1

反応ノート

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