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

HRID 1497370노트

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HRID 1497370 반응식
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

참가 물질

8

반응물 5

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

생성물 1

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

시약·촉매·용매 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)촉매HCID 679Dimethyl Sulfoxide용매

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온도
150 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-74c313ec6f764a3b8058f3700090c7b2
출처 데이터셋
uspto-grants-2015_12
특허 번호
US09199963B2

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