Sodium hydride → 4-((Difluoro(6-(4-(trifluoromethoxy)phenyl)-[1,2,4]triazolo[4,3-a]pyridin-3-yl)methoxy)methyl)-2-phenyl-5-(trifluoromethyl)oxazole
반응식
Cl[C:2]([F:24])([F:23])[C:3]1[N:7]2[CH:8]=[C:9]([C:12]3[CH:17]=[CH:16][C:15]([O:18][C:19]([F:22])([F:21])[F:20])=[CH:14][CH:13]=3)[CH:10]=[CH:11][C:6]2=[N:5][N:4]=1.[C:25]1([C:31]2[O:32][C:33]([C:38]([F:41])([F:40])[F:39])=[C:34]([CH2:36][OH:37])[N:35]=2)[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1.[H-].[Na+]>CN(C=O)C>[F:23][C:2]([F:24])([C:3]1[N:7]2[CH:8]=[C:9]([C:12]3[CH:17]=[CH:16][C:15]([O:18][C:19]([F:22])([F:21])[F:20])=[CH:14][CH:13]=3)[CH:10]=[CH:11][C:6]2=[N:5][N:4]=1)[O:37][CH2:36][C:34]1[N:35]=[C:31]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[O:32][C:33]=1[C:38]([F:41])([F:40])[F:39]참가 물질
5
반응물 3
생성물 1
시약·촉매·용매 1
실험 절차
In a 5 mL microwave vial under a nitrogen atmosphere 3-(Chloro-difluoro-methyl)-6-(4-trifluoromethoxy-phenyl)-[1,2,4]triazolo[4,3-a]pyridine (100 mg, 0.275 mmol), (2-phenyl-5-(trifluoromethyl)oxazol-4-yl)methanol (107 mg, 0.440 mmol), and NaH (39 mg, 0.96 mmol) in DMF (3 ml) were combined and stirred for 10 minutes. The reaction mixture was quenched with 1M HCl and concentrated before being purified the product, 4-((difluoro(6-(4-(trifluoromethoxy)phenyl)-[1,2,4]triazolo[4,3-a]pyridin-3-yl)methoxy)methyl)-2-phenyl-5-(trifluoromethyl)oxazole, by prep-HPLC(HCl).
후처리
- customThe reaction mixture was quenched with 1M HCl
- concentrationconcentrated
- custombefore being purified the product, 4-((difluoro(6-(4-(trifluoromethoxy)phenyl)-[1,2,4]triazolo[4,3-a]pyridin-3-yl)methoxy)methyl)-2-phenyl-5-(trifluoromethyl)oxazole
출처 및 근거
- ORD 기록
- ord-ea3a9279e9144e2eb0047fca872cbd9d
- 출처 데이터셋
- uspto-grants-2015_02
- 특허 번호
- US08952034B2
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