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Dimethylformamide → HCID 67009874, 화합물

HRID 1630282
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HRID 1630282 반응식
N1CCOCC1.[N:7]1([CH2:12][C:13]([N:15]2[C@H:19]([C:20](=[O:36])[NH:21][C:22]3[CH:27]=[CH:26][C:25]([O:28][C:29]4[CH:34]=[CH:33][C:32]([F:35])=[CH:31][CH:30]=4)=[CH:24][CH:23]=3)[CH2:18][C@H:17]([NH:37]C(=O)OCC3C4C=CC=CC=4C4C3=CC=CC=4)[CH2:16]2)=[O:14])[CH:11]=[N:10][CH:9]=[N:8]1.CN(C=O)C>O>[N:7]1([CH2:12][C:13]([N:15]2[CH2:16][C@@H:17]([NH2:37])[CH2:18][C@H:19]2[C:20]([NH:21][C:22]2[CH:23]=[CH:24][C:25]([O:28][C:29]3[CH:30]=[CH:31][C:32]([F:35])=[CH:33][CH:34]=3)=[CH:26][CH:27]=2)=[O:36])=[O:14])[CH:11]=[N:10][CH:9]=[N:8]1
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참가 물질

5

반응물 3

HCID 6228DimethylformamideHCID 8083MorpholineHCID 86659491(9H-fluoren-9-yl)methyl (3S,5S)-1-(2-(1H-1,2,4-triazol-1-yl)acetyl)-5-(4-(4-fluorophenoxy)phenylcarbamoyl)pyrrolidin-3-ylcarbamate

생성물 1

HCID 67009874HCID 67009874, 화합물수율 82.7%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

Step (a) Morpholine (10 mL) was added to a flask charged with the (9H-fluoren-9-yl)methyl (3S,5S)-1-(2-(1H-1,2,4-triazol-1-yl)acetyl)-5-(4-(4-fluorophenoxy)phenylcarbamoyl)pyrrolidin-3-ylcarbamate (0.859 g, 1.33 mmol), prepared as in prepared as in Example 1, and DMF (10 mL). The reaction mixture was stirred at ambient temperature for 30 minutes and then diluted with deionized water (20 mL). The dilution was extracted with ethyl acetate (60 mL) and the extract was washed with brine (30 mL), dried over anhydrous sodium sulfate, filtered and concentrated to give (2S,4S)-1-(2-(1H-1,2,4-triazol-1-yl)acetyl)-4-amino-N-(4-(4-fluorophenoxy)phenyl)pyrrolidine-2-carboxamide (0.465 g, 1.10 mmol), which was carried forward without further purification.

후처리

  1. extractionThe dilution was extracted with ethyl acetate (60 mL)
  2. washthe extract was washed with brine (30 mL)
  3. dry with materialdried over anhydrous sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-2415469f0d834cafab40128fa8cf840a
출처 데이터셋
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08791102B2

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