Dichloromethane → 3-{[7-(3-chloropropoxy)-6-methoxyquinazolin-4-yl]amino}-N-(3-fluorophenyl)-1H-pyrazole-5-carboxamide

HRID 749198

반응식

HRID 749198 반응식
[NH2:1][C:2]1[CH:6]=[C:5]([C:7]([NH:9][C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([F:16])[CH:11]=2)=[O:8])[NH:4][N:3]=1.O1CCOCC1.Cl[C:24]1[C:33]2[C:28](=[CH:29][C:30]([O:36][CH2:37][CH2:38][CH2:39][Cl:40])=[C:31]([O:34][CH3:35])[CH:32]=2)[N:27]=[CH:26][N:25]=1.ClCCl>CC(N(C)C)=O.Cl>[Cl:40][CH2:39][CH2:38][CH2:37][O:36][C:30]1[CH:29]=[C:28]2[C:33]([C:24]([NH:1][C:2]3[CH:6]=[C:5]([C:7]([NH:9][C:10]4[CH:15]=[CH:14][CH:13]=[C:12]([F:16])[CH:11]=4)=[O:8])[NH:4][N:3]=3)=[N:25][CH:26]=[N:27]2)=[CH:32][C:31]=1[O:34][CH3:35]

참가 물질

7

반응물 4

HCID 6344DichloromethaneHCID 312751,4-DioxaneHCID 574472274-Chloro-7-(3-chloropropoxy)-6-methoxyquinazolineHCID 645238143-amino-N-(3-fluorophenyl)-1H-pyrazole-5-carboxamide

생성물 1

HCID 689874613-{[7-(3-chloropropoxy)-6-methoxyquinazolin-4-yl]amino}-N-(3-fluorophenyl)-1H-pyrazole-5-carboxamide수율 88%

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매HCID 31374Dimethylacetamide용매

실험 절차

3-Amino-N-(3-fluorophenyl)-1H-pyrazole-5-carboxamide (153 mg, 0.69 mmol) in dimethylacetamide (1.8 ml) and HCl in dioxane (4 M solution in dioxane, 174 μl, 0.69 mmol) was reacted with 4-chloro-7-(3-chloropropoxy)-6-methoxyquinazoline (200 mg, 0.69 mmol) at 90° C. for 1.5 hour. Dichloromethane (35 ml) was added to the cooled reaction mixture, and the solid recovered by filtration, washed with dichloromethane and dried to yield 3-{[7-(3-chloropropoxy)-6-methoxyquinazolin-4-yl]amino}-N-(3-fluorophenyl)-1H-pyrazole-5-carboxamide (286 mg, 81% yield):

후처리

  1. filtrationthe solid recovered by filtration
  2. washwashed with dichloromethane
  3. customdried

출처 및 근거

ORD 기록
ord-4dc25890c54c435fb884c5cabd4bf5ab
출처 데이터셋
uspto-grants-2008_07
특허 번호
US07402585B2

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