Tricyclo(3.3.1.1'3,7)dec-1-ylmethanol → 5-chloro-4-(((1S,2S,5S)-6,6-dimethylbicyclo[3.1.1]heptan-2-yl)-methoxy)-N-(N,N-dimethylsulfamoyl)-2-fluorobenzamide

HRID 1427810노트

반응식

HRID 1427810 반응식
C12(CO)CC3CC(CC(C3)C1)C2.[CH3:13][C:14]1([CH3:23])[C@H:19]2[CH2:20][C@@H:15]1[CH2:16][CH2:17][C@@H:18]2[CH2:21][OH:22].ClC1C(F)=CC(F)=C(C=1)C(NS(C)(=O)=O)=O.[Cl:40][C:41]1[C:42](F)=[CH:43][C:44]([F:56])=[C:45]([CH:55]=1)[C:46]([NH:48][S:49](=[O:54])(=[O:53])[N:50]([CH3:52])[CH3:51])=[O:47]>>[Cl:40][C:41]1[C:42]([O:22][CH2:21][C@H:18]2[CH2:17][CH2:16][C@H:15]3[CH2:20][C@@H:19]2[C:14]3([CH3:23])[CH3:13])=[CH:43][C:44]([F:56])=[C:45]([CH:55]=1)[C:46]([NH:48][S:49](=[O:53])(=[O:54])[N:50]([CH3:52])[CH3:51])=[O:47]

참가 물질

5

반응물 4

HCID 64556Tricyclo(3.3.1.1'3,7)dec-1-ylmethanolHCID 104476(-)-MyrtanolHCID 580424175-chloro-2,4-difluoro-N-(methylsulfonyl)benzamideHCID 867028365-chloro-N-(N,N-dimethylsulfamoyl)-2,4-difluorobenzamide

생성물 1

HCID 867028385-chloro-4-(((1S,2S,5S)-6,6-dimethylbicyclo[3.1.1]heptan-2-yl)-methoxy)-N-(N,N-dimethylsulfamoyl)-2-fluorobenzamide

실험 절차

Following the procedure as described in Example 8 and making variations as required to replace adamantan-1-ylmethanol with ((1S,2S,5S)-6,6-dimethylbicyclo[3.1.1]heptan-2-yl)methanol and 5-chloro-2,4-difluoro-N-(methylsulfonyl)-benzamide with 5-chloro-N—(N,N-dimethylsulfamoyl)-2,4-difluorobenzamide (as prepared in Example 31), the title compound was obtained as a colorless solid (0.25 g, 45%): 1H NMR (300 MHz, DMSO-d6) δ 11.76 (s, 1H), 7.72 (d, J=7.5 Hz, 1H), 7.24 (d, J=12.3 Hz, 1H), 3.95 (d, J=6.8 Hz, 2H), 2.87 (s, 6H), 2.50-2.40 (m, 1H), 2.10-1.65 (m, 6H), 1.48-1.37 (m, 2H), 1.21 (s, 3H), 0.85 (s, 3H); MS (ES−) m/z 431.2, 433.2 (M−1).

출처 및 근거

ORD 기록
ord-6113c99cf44a4816942b938c488fc5f9
출처 데이터셋
uspto-grants-2015_01
특허 번호
US08933236B2

반응 노트

불러오는 중…