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Acetonitrile → N-(5-((2-aminopyridin-4-yl)oxy)pyridin-2-yl)-1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamide

HRID 520679
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인쇄 미리보기

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HRID 520679 반응식
[CH3:1][N:2]1[C:6]([CH3:7])=[C:5]([C:8]([NH:10][C:11]2[N:16]=[CH:15][C:14]([O:17][C:18]3[CH:23]=[CH:22][N:21]=[C:20](C(N)=O)[CH:19]=3)=[CH:13][CH:12]=2)=[O:9])[C:4](=[O:27])[N:3]1[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1.C(OI(C1C=CC=CC=1)OC(=O)C)(=O)C.CC#[N:51]>CCOC(C)=O.O>[NH2:51][C:20]1[CH:19]=[C:18]([O:17][C:14]2[CH:13]=[CH:12][C:11]([NH:10][C:8]([C:5]3[C:4](=[O:27])[N:3]([C:28]4[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=4)[N:2]([CH3:1])[C:6]=3[CH3:7])=[O:9])=[N:16][CH:15]=2)[CH:23]=[CH:22][N:21]=1
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참가 물질

6

반응물 3

HCID 6342AcetonitrileHCID 76724Iodobenzene diacetateHCID 730532664-((6-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamido)pyridin-3-yl)oxy)picolinamide

생성물 1

HCID 73053627N-(5-((2-aminopyridin-4-yl)oxy)pyridin-2-yl)-1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamide수율 81.7%

시약·촉매·용매 2

HCID 962
Water
용매
HCID 8857Ethyl Acetate용매

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온도
0 °C

실험 절차

To a solution of 4-((6-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxamido)pyridin-3-yl)oxy)picolinamide (111 mg, 0.25 mmol) in EtOAc (2 mL), CH3CN (2 mL) and H2O (1 mL) was added PhI(OAc)2 (97 mg, 0.3 mmol). The reaction was stirred at 0° C. for 30 minutes, then warmed up to rt and further stirred for 12 hours. The mixture was concentrated in vacuo and the residue was purified by a silica gel column chromatography (DCM/CH3OH (v/v)=40/1) to give the title compound as a light beige solid (85 mg, 81.7%).

후처리

  1. temperaturewarmed up to rt
  2. stirringfurther stirred for 12 hours
  3. concentrationThe mixture was concentrated in vacuo
  4. customthe residue was purified by a silica gel column chromatography (DCM/CH3OH (v/v)=40/1)

출처 및 근거

ORD 기록
ord-8f842c74efe247e791a7df9b873a05a7
출처 데이터셋
uspto-grants-2016_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09326975B2

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