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3-(Cyclopropylamino)propionitrile → 4-((4-((2-Cyanoethyl)(cyclopropyl)amino)-1-fluorocyclohexyl)methoxy)-3-nitrobenzenesulfonamide

HRID 2168138
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HRID 2168138 반응식
[F:1][C:2]1([CH2:9][O:10][C:11]2[CH:16]=[CH:15][C:14]([S:17]([NH2:20])(=[O:19])=[O:18])=[CH:13][C:12]=2[N+:21]([O-:23])=[O:22])[CH2:7][CH2:6][C:5](=O)[CH2:4][CH2:3]1.[CH:24]1([NH:27][CH2:28][CH2:29][C:30]#[N:31])[CH2:26][CH2:25]1.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>ClCCl>[C:30]([CH2:29][CH2:28][N:27]([CH:24]1[CH2:26][CH2:25]1)[CH:5]1[CH2:6][CH2:7][C:2]([CH2:9][O:10][C:11]2[CH:16]=[CH:15][C:14]([S:17]([NH2:20])(=[O:19])=[O:18])=[CH:13][C:12]=2[N+:21]([O-:23])=[O:22])([F:1])[CH2:3][CH2:4]1)#[N:31]
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참가 물질

5

반응물 3

HCID 1435373-(Cyclopropylamino)propionitrileHCID 5049666Sodium triacetoxyborohydrideHCID 671267644-((1-Fluoro-4-oxocyclohexyl)methoxy)-3-nitrobenzenesulfonamide

생성물 1

HCID 671268274-((4-((2-Cyanoethyl)(cyclopropyl)amino)-1-fluorocyclohexyl)methoxy)-3-nitrobenzenesulfonamide

시약·촉매·용매 1

HCID 6344Dichloromethane용매
2회

실험 절차

To a solution of EXAMPLE 363B (200 mg) in dichloromethane (6 mL) was added 3-(cyclopropylamino)propanenitrile (64 mg) followed by sodium triacetoxyborohydride (184 mg). The mixture was stirred overnight. The reaction mixture was diluted with dichloromethane (400 mL) and washed with 2N aqueous NaOH, water, and brine. After drying over Na2SO4, the mixture was filtered and evaporation of the solvent gave the title compound.

후처리

  1. washwashed with 2N aqueous NaOH, water, and brine
  2. dry with materialAfter drying over Na2SO4
  3. filtrationthe mixture was filtered
  4. customevaporation of the solvent

출처 및 근거

ORD 기록
ord-97238ef198aa4a61922cb6c3ab0df63e
출처 데이터셋
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09045475B2

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