1H-1,2,4-Triazole → 1-(5-((tert-butyldiphenylsilyloxy)methyl)-4-((2R,6S)-2,6-dimethylmorpholino)-2,3-difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone

HRID 577884노트

반응식

HRID 577884 반응식
C(=O)([O-])[O-].[K+].[K+].[Si:7]([O:24][CH2:25][C:26]1[C:27]([N:38]2[CH2:43][C@H:42]([CH3:44])[O:41][C@H:40]([CH3:45])[CH2:39]2)=[C:28]([F:37])[C:29]([F:36])=[C:30]([C:32](=[O:35])[CH2:33]Cl)[CH:31]=1)([C:20]([CH3:23])([CH3:22])[CH3:21])([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[NH:46]1[CH:50]=[N:49][CH:48]=[N:47]1>C(#N)C>[Si:7]([O:24][CH2:25][C:26]1[C:27]([N:38]2[CH2:43][C@H:42]([CH3:44])[O:41][C@H:40]([CH3:45])[CH2:39]2)=[C:28]([F:37])[C:29]([F:36])=[C:30]([C:32](=[O:35])[CH2:33][N:46]2[CH:50]=[N:49][CH:48]=[N:47]2)[CH:31]=1)([C:20]([CH3:23])([CH3:22])[CH3:21])([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

참가 물질

5

반응물 3

HCID 92571H-1,2,4-TriazoleHCID 11430Potassium CarbonateHCID 866580761-(5-((tert-butyldiphenylsilyloxy)methyl)-4-((2R,6S)-2,6-dimethylmorpholino)-2,3-difluorophenyl)-2-chloroethanone2회

생성물 1

HCID 866580811-(5-((tert-butyldiphenylsilyloxy)methyl)-4-((2R,6S)-2,6-dimethylmorpholino)-2,3-difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

Potassium carbonate (1208 mg, 8.74 mmol) was added to a mixture of 1-(5-((tert-butyldiphenylsilyloxy)methyl)-4-((2R,6S)-2,6-dimethylmorpholino)-2,3-difluorophenyl)-2-chloroethanone (Intermediate 127, 500 mg, 0.87 mmol) and 1H-1,2,4-triazole (66.4 mg, 0.96 mmol) dissolved in 15 ml of Acetonitrile. The mixture was stirred at room temperature for 3 hours. Potassium carbonate was filtered from the mixture, and the filtrate was diluted with water and extracted with ethyl acetate (2×100 mL). The organic phases were combined, dried (Na2SO4), and concentrated. The crude residue (482 mg, 91%) contained mainly desired title compound and was used in the next step without further purification.

후처리

  1. filtrationPotassium carbonate was filtered from the mixture
  2. additionthe filtrate was diluted with water
  3. extractionextracted with ethyl acetate (2×100 mL)
  4. dry with materialdried (Na2SO4)
  5. concentrationconcentrated
  6. customwas used in the next step without further purification

출처 및 근거

ORD 기록
ord-058b79d0a56d45afbae4d32053554df0
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09040528B2

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