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Isopropenyl chloroformate → Prop-1-en-2-yl (2-fluoro-4-methyl-5-(7-methyl-2-(methylthio)pyrido[2,3-d]pyrimidin-6-yl)phenyl)carbamate

HRID 522721
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HRID 522721 반응식
Cl[C:2]([O:4][C:5]([CH3:7])=[CH2:6])=[O:3].[F:8][C:9]1[CH:15]=[C:14]([CH3:16])[C:13]([C:17]2[C:28]([CH3:29])=[N:27][C:20]3[N:21]=[C:22]([S:25][CH3:26])[N:23]=[CH:24][C:19]=3[CH:18]=2)=[CH:12][C:10]=1[NH2:11]>CCOC(C)=O.C([O-])(O)=O.[Na+]>[F:8][C:9]1[CH:15]=[C:14]([CH3:16])[C:13]([C:17]2[C:28]([CH3:29])=[N:27][C:20]3[N:21]=[C:22]([S:25][CH3:26])[N:23]=[CH:24][C:19]=3[CH:18]=2)=[CH:12][C:10]=1[NH:11][C:2](=[O:3])[O:4][C:5]([CH3:7])=[CH2:6]
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참가 물질

5

반응물 2

HCID 93846Isopropenyl chloroformateHCID 898136922-Fluoro-4-methyl-5-(7-methyl-2-(methylthio)pyrido[2,3-d]pyrimidin-6-yl)benzenamine

생성물 1

HCID 118048013Prop-1-en-2-yl (2-fluoro-4-methyl-5-(7-methyl-2-(methylthio)pyrido[2,3-d]pyrimidin-6-yl)phenyl)carbamate수율 99.3%

시약·촉매·용매 2

HCID 8857Ethyl Acetate용매HCID 516892
Sodium Bicarbonate
용매

실험 절차

Add isopropenyl chloroformate (146 mg, 1.207 mmol) to a bi-phasic mixture of 2-fluoro-4-methyl-5-(7-methyl-2-(methylthio)pyrido[2,3-d]pyrimidin-6-yl)aniline (345 mg, 1.097 mmol) in EtOAc (15 mL) and saturated NaHCO3 (20 mL) and stir at RT for 2 h. Add EtOAc, separate the layers, wash the organic layer with brine, dry over Na2SO4 and concentrate to dryness to afford the title compound as an amorphous solid (434 mg, 99%). MS (m/z): 399.1 (M+1).

후처리

  1. customAdd EtOAc, separate the layers
  2. washwash the organic layer with brine
  3. dry with materialdry over Na2SO4
  4. concentrationconcentrate to dryness

출처 및 근거

ORD 기록
ord-3a254e2217054ae0881073a39938ca78
출처 데이터셋
uspto-grants-2016_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09334267B2

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