Pyrazole-4-carboxylic acid → Propane-1-sulfonic acid{2,4-difluoro-3-[5-(1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridine-3-carbonyl]-phenyl}-amide
반응식
BrC1C=C2C(C([C:13]3[C:14](F)=[C:15](NS(CCC)(=O)=O)[CH:16]=[CH:17][C:18]=3F)=O)=CNC2=NC=1.N1C=C([C:33]([OH:35])=[O:34])C=N1.[F:36][C:37]1[C:42]([C:43]([C:45]2[C:53]3[C:48](=[N:49][CH:50]=[C:51]([C:54]4[CH:55]=[N:56][NH:57][CH:58]=4)[CH:52]=3)[NH:47][CH:46]=2)=[O:44])=[C:41]([F:59])[CH:40]=[CH:39][C:38]=1[NH:60][S:61]([CH2:64][CH2:65][CH3:66])(=[O:63])=[O:62]>>[F:36][C:37]1[C:42]([C:43]([C:45]2[C:53]3[C:48](=[N:49][CH:50]=[C:51]([C:54]4[CH:55]=[N:56][NH:57][CH:58]=4)[CH:52]=3)[NH:47][CH:46]=2)=[O:44])=[C:41]([F:59])[CH:40]=[CH:39][C:38]=1[NH:60][S:61]([CH2:64][CH2:65][CH3:66])(=[O:62])=[O:63].[C:18]1([O:35][C:33]([N:56]2[CH:55]=[C:54]([C:51]3[CH:52]=[C:53]4[C:45]([C:43](=[O:44])[C:42]5[C:41]([F:59])=[CH:40][CH:39]=[C:38]([NH:60][S:61]([CH2:64][CH2:65][CH3:66])(=[O:62])=[O:63])[C:37]=5[F:36])=[CH:46][NH:47][C:48]4=[N:49][CH:50]=3)[CH:58]=[N:57]2)=[O:34])[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1참가 물질
반응물 3
생성물 2
실험 절차
Propane-1-sulfonic acid {2,4-difluoro-3-[5-(1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridine-3-carbonyl]-phenyl}-amide 23 is prepared according to Scheme 1a, replacing N-[3-(5-bromo-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2-fluoro-phenyl]-2-fluoro-benzenesulfonamide 21 with propane-1-sulfonic acid [3-(5-bromo-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluoro-phenyl]-amide and replacing 2-methoxy-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyrimidine 22 with 1H-pyrazole-4-carboxylic acid. Propane-1-sulfonic acid {2,4-difluoro-3-[5-(1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridine-3-carbonyl]-phenyl}-amide 23 is further reacted according to Scheme 1b to provide 4-{3-[2,6-difluoro-3-(propane-1-sulfonylamino)-benzoyl]-1H-pyrrolo[2,3-b]pyridin-5-yl}-pyrazole-1-carboxylic acid phenyl ester P-1016.
출처 및 근거
- ORD 기록
- ord-6a76b275319c4999a36dfe5f892bad66
- 출처 데이터셋
- uspto-grants-2016_09
- 특허 번호
- US09440969B2
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