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Hydrochloric Acid → HCID 58409154, 화합물

HRID 467973
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HRID 467973 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C@@H:10]2[CH2:14][CH2:13][CH2:12][N:11]2[C:15]([C:17]2[C:18]([CH:23]([F:25])[F:24])=[N:19][N:20]([CH3:22])[CH:21]=2)=[O:16])=[O:9])=[CH:4][CH:3]=1.[BH4-].[Na+].Cl>CO>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([OH:9])[C@@H:10]2[CH2:14][CH2:13][CH2:12][N:11]2[C:15]([C:17]2[C:18]([CH:23]([F:25])[F:24])=[N:19][N:20]([CH3:22])[CH:21]=2)=[O:16])=[CH:4][CH:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 44595546HCID 44595546, 화합물

생성물 1

HCID 58409154HCID 58409154, 화합물수율 83.8%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of (4-chloro-phenyl)-[(S)-1-(3-difluoromethyl-1-methyl-1H-pyrazole-4-carbonyl)-pyrrolidin-2-yl]-methanone (370 mg; 1.0 mmol), which was prepared as described in example P5, in methanol (5 ml) at 0° C. was added portionwise sodium borohydride (35 mg; 1.0 mmol). The reaction mixture was stirred for 0.5 hours and 1N HCl was added until pH 7 reached. Solvent was removed under pressure and the remaining mixture was extracted with ethylacetate (2×20 ml). The combined organic layer was dried over Na2SO4, filtered, concentrated and dried in vacuo to give 0.31 g (83.3% of theory) of {(S)-2-[(4-chlorophenyl)-hydroxy-methyl]-pyrrolidin-1-yl}-(3-difluoromethyl-1-methyl-1H-pyrazol-4-yl)-methanone as an oil.

후처리

  1. customSolvent was removed under pressure
  2. extractionthe remaining mixture was extracted with ethylacetate (2×20 ml)
  3. dry with materialThe combined organic layer was dried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customdried in vacuo

출처 및 근거

ORD 기록
ord-dc4c722997654af48d7438ffba0ec94e
출처 데이터셋
uspto-grants-2014_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08623902B2

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