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Methanol → 2-(2-(2-(2,5-Dichloropyrimidin-4-yl)ethyl)phenyl)propanamide

HRID 592415
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HRID 592415 반응식
[Cl:1][C:2]1[N:7]=[C:6]([C:8]#[C:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[CH:16]([CH3:20])[C:17]([NH2:19])=[O:18])[C:5]([Cl:21])=[CH:4][N:3]=1.CO>CN(C=O)C.CCOC(C)=O.[Pt]=O>[Cl:1][C:2]1[N:7]=[C:6]([CH2:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[CH:16]([CH3:20])[C:17]([NH2:19])=[O:18])[C:5]([Cl:21])=[CH:4][N:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 2

HCID 887MethanolHCID 867123062-((2,5-Dichloropyrimidin-4-ylethynyl)phenyl)propanamide

생성물 1

HCID 867123072-(2-(2-(2,5-Dichloropyrimidin-4-yl)ethyl)phenyl)propanamide

시약·촉매·용매 3

HCID 82844Platinum oxide (PtO)촉매HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate
용매

실험 절차

A solution of 2-(2-((2,5-dichloropyrimidin-4-yl)ethynyl)phenyl)propanamide A29 (1.0 g, 3.1 mmol) in DMF (55 mL) and MeOH (5 mL) was stirred with platinum(II)oxide (0.21 g, 0.94 mmol) under an atmosphere of hydrogen for 120 hours at ambient temperature. The reaction mixture was diluted with EtOAc and filtered through a plug of Celite. The filter cake was washed with EtOAc and the solvents were removed in vacuo to give a crude residue that was purified by silica gel column chromatography (Combiflash Rf, 0-90% EtOAc in cyclohexane), giving the title compound A30 as an off white solid (0.65 g, 64%). LCMS-C: rt 4.98 min; m/z 324 [M+H]+.

후처리

  1. filtrationfiltered through a plug of Celite
  2. washThe filter cake was washed with EtOAc
  3. customthe solvents were removed in vacuo
  4. customto give a crude residue that
  5. customwas purified by silica gel column chromatography (Combiflash Rf, 0-90% EtOAc in cyclohexane)

출처 및 근거

ORD 기록
ord-5b7962be32354250905e185ceb135078
출처 데이터셋
uspto-grants-2016_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09238644B2

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