Ammonia → 4-(benzyloxy)-1-(2,3-dimethyl-2H-indazol-5-yl)pyridin-2(1H)-one

HRID 1497370ノート

反応式

HRID 1497370 の反応式
Br[C:2]1[CH:10]=[CH:9][C:8]2[C:4](=[C:5]([CH3:12])[N:6]([CH3:11])[N:7]=2)[CH:3]=1.[CH2:13]([O:20][C:21]1[CH:26]=[CH:25][NH:24][C:23](=[O:27])[CH:22]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.C(=O)([O-])[O-].[K+].[K+].CNCCNC.N>CS(C)=O.[Cu]I>[CH2:13]([O:20][C:21]1[CH:26]=[CH:25][N:24]([C:2]2[CH:10]=[CH:9][C:8]3[C:4](=[C:5]([CH3:12])[N:6]([CH3:11])[N:7]=3)[CH:3]=2)[C:23](=[O:27])[CH:22]=1)[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

参加物

8

反応物 5

HCID 222AmmoniaHCID 8070N,N'-DimethylethylenediamineHCID 11430Potassium CarbonateHCID 36077244-Benzyloxy-2(1H)-pyridoneHCID 114995675-bromo-2,3-dimethyl-2H-indazole

生成物 1

HCID 1178168034-(benzyloxy)-1-(2,3-dimethyl-2H-indazol-5-yl)pyridin-2(1H)-one収率 65.3%

試薬・触媒・溶媒 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)触媒HCID 679Dimethyl Sulfoxide溶媒

反応条件

温度
150 °C

実験手順

A suspension of 5-bromo-2,3-dimethyl-2H-indazole (1.85 g), 4-(benzyloxy)pyridin-2(1H)-one (1.65 g), potassium carbonate (3.41 g), copper(I) iodide (1.57 g) and N,N′-dimethylethylenediamine (0.73 g) in DMSO (30 ml) was stirred at 150° C. for 3 hr. The reaction mixture was cooled to room temperature, and added to 28% aqueous ammonia, and the obtained precipitates were collected by filtration. The obtained solid was washed with water and diisopropyl ether, and dried under reduced pressure to give the title compound (1.85 g).

後処理

  1. temperatureThe reaction mixture was cooled to room temperature
  2. customthe obtained precipitates
  3. filtrationwere collected by filtration
  4. washThe obtained solid was washed with water and diisopropyl ether
  5. customdried under reduced pressure

出典と根拠

ORDレコード
ord-74c313ec6f764a3b8058f3700090c7b2
出典データセット
uspto-grants-2015_12
特許番号
US09199963B2

反応ノート

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