3,4,5-Trimethoxyphenol → 5,7-Dimethyl-2-(3-nitrophenyl)-4-(3,4,5-trimethoxyphenoxy)imidazo[5,1-f][1,2,4]triazine

HRID 1270306

반응식

HRID 1270306 반응식
CC(C)([O-])C.[K+].[CH3:7][O:8][C:9]1[CH:10]=[C:11]([OH:19])[CH:12]=[C:13]([O:17][CH3:18])[C:14]=1[O:15][CH3:16].[CH3:20][C:21]1[N:22]=[C:23]([CH3:44])[N:24]2[C:29]=1[C:28](N1C=NC=N1)=[N:27][C:26]([C:35]1[CH:40]=[CH:39][CH:38]=[C:37]([N+:41]([O-:43])=[O:42])[CH:36]=1)=[N:25]2>O1CCCC1>[CH3:20][C:21]1[N:22]=[C:23]([CH3:44])[N:24]2[C:29]=1[C:28]([O:19][C:11]1[CH:12]=[C:13]([O:17][CH3:18])[C:14]([O:15][CH3:16])=[C:9]([O:8][CH3:7])[CH:10]=1)=[N:27][C:26]([C:35]1[CH:40]=[CH:39][CH:38]=[C:37]([N+:41]([O-:43])=[O:42])[CH:36]=1)=[N:25]2

참가 물질

5

반응물 3

HCID 695053,4,5-TrimethoxyphenolHCID 184491105,7-Dimethyl-2-(3-nitrophenyl)-4-(1H-1,2,4-triazol-1-yl)imidazo[5,1-f][1,2,4]triazineHCID 23665647Potassium tert-butoxide

생성물 1

HCID 184491115,7-Dimethyl-2-(3-nitrophenyl)-4-(3,4,5-trimethoxyphenoxy)imidazo[5,1-f][1,2,4]triazine

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution of 175.17 mg (1.04 mmol) of potassium tert-butoxide and 287.53 mg (1.56 mmol) of 3,4,5-trimethoxyphenol in 20 ml of tetrahydrofuran is stirred for 30 min. 350 mg (1.04 mmol) of 5,7-dimethyl-2-(3-nitrophenyl)-4-(1H-1,2,4-triazol-1-yl)imidazo[5,1-f][1,2,4]triazine from example 12A are added thereto and the mixture is heated for 2 h to 70° C. After cooling, the solvent is removed and the residue is taken up and extracted with dichloromethane and 1N sodium hydroxide solution. The organic phase is separated off, dried and the crude product is purified by flash chromatography. (Eluent: dichloromethane/methanol 100:1).

후처리

  1. temperaturethe mixture is heated for 2 h to 70° C
  2. temperatureAfter cooling
  3. customthe solvent is removed
  4. extractionextracted with dichloromethane and 1N sodium hydroxide solution
  5. customThe organic phase is separated off
  6. customdried
  7. customthe crude product is purified by flash chromatography

출처 및 근거

ORD 기록
ord-294f268b96ca4bffaec93c1bc25a8321
출처 데이터셋
uspto-grants-2007_04
특허 번호
US07202243B2

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