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4-Chloro-6-methoxyquinazolin-7-yl acetate → N-(3-fluorophenyl)-2-{4-[(7-hydroxy-6-methoxyquinazolin-4-yl)amino]-1H-pyrazol-1-yl}acetamide

HRID 639989
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인쇄 미리보기

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HRID 639989 반응식
[NH2:1][C:2]1[CH:3]=[N:4][N:5]([CH2:7][C:8]([NH:10][C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([F:17])[CH:12]=2)=[O:9])[CH:6]=1.[C:18]([O:21][C:22]1[CH:31]=[C:30]2[C:25]([C:26](Cl)=[N:27][CH:28]=[N:29]2)=[CH:24][C:23]=1[O:33][CH3:34])(=[O:20])[CH3:19]>CC(N(C)C)=O.C(OCC)C>[C:18]([O:21][C:22]1[CH:31]=[C:30]2[C:25]([C:26]([NH:1][C:2]3[CH:3]=[N:4][N:5]([CH2:7][C:8]([NH:10][C:11]4[CH:16]=[CH:15][CH:14]=[C:13]([F:17])[CH:12]=4)=[O:9])[CH:6]=3)=[N:27][CH:28]=[N:29]2)=[CH:24][C:23]=1[O:33][CH3:34])(=[O:20])[CH3:19].[F:17][C:13]1[CH:12]=[C:11]([NH:10][C:8](=[O:9])[CH2:7][N:5]2[CH:6]=[C:2]([NH:1][C:26]3[C:25]4[C:30](=[CH:31][C:22]([OH:21])=[C:23]([O:33][CH3:34])[CH:24]=4)[N:29]=[CH:28][N:27]=3)[CH:3]=[N:4]2)[CH:16]=[CH:15][CH:14]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 2

HCID 222438854-Chloro-6-methoxyquinazolin-7-yl acetateHCID 283740072-(4-amino-1H-pyrazol-1-yl)-N-(3-fluorophenyl)acetamide

생성물 2

HCID 686397574-[(1-{2-[(3-fluorophenyl)amino]-2-oxoethyl}-1H-pyrazol-4-yl)amino]-6-methoxyquinazolin-7-yl acetateHCID 136368566N-(3-fluorophenyl)-2-{4-[(7-hydroxy-6-methoxyquinazolin-4-yl)amino]-1H-pyrazol-1-yl}acetamide수율 175.3%

시약·촉매·용매 2

HCID 3283
Diethyl Ether
용매
HCID 31374Dimethylacetamide용매

실험 절차

A solution of 2-(4-amino-1H-pyrazol-1-yl)-N-(3-fluorophenyl)acetamide (0.246 g, 1.05 mmol) and 4-chloro-6-methoxyquinazolin-7-yl acetate (see WO96/15118, 0.252 g, 1.0 mmol) in dimethylacetamide (5 ml) was heated at 90° C. for 2 hours. The mixture was allowed to cool to room temperature and then diluted with diethyl ether and filtered. The solid was washed with diethyl ether and then dried in vacuo to leave 4-[(1-{2-[(3-fluorophenyl)amino]-2-oxoethyl}-1H-pyrazol-4-yl)amino]-6-methoxyquinazolin-7-yl acetate as a mixture with 15% N-(3-fluorophenyl)-2-{4-[(7-hydroxy-6-methoxyquinazolin-4-yl)amino]-1H-pyrazol-1-yl}acetamide (0.358 g, 78% yield):

후처리

  1. filtrationfiltered
  2. washThe solid was washed with diethyl ether
  3. customdried in vacuo

출처 및 근거

ORD 기록
ord-10813f885bee4ea9bb6c4d07e7900a99
출처 데이터셋
uspto-grants-2010_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07691867B2

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