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2-Cyclohexylethanol → 5-chloro-4-(2-cyclohexylethoxy)-N-(N,N-dimethyl-sulfamoyl)-2-fluorobenzamide

HRID 1427843
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HRID 1427843 반응식
ClC1C(F)=CC(F)=C(C=1)C(NS(C)(=O)=O)=O.[Cl:17][C:18]1[C:19](F)=[CH:20][C:21]([F:33])=[C:22]([CH:32]=1)[C:23]([NH:25][S:26](=[O:31])(=[O:30])[N:27]([CH3:29])[CH3:28])=[O:24].C12(CO)CC3CC(CC(C3)C1)C2.[CH:47]1([CH2:53][CH2:54][OH:55])[CH2:52][CH2:51][CH2:50][CH2:49][CH2:48]1>>[Cl:17][C:18]1[C:19]([O:55][CH2:54][CH2:53][CH:47]2[CH2:52][CH2:51][CH2:50][CH2:49][CH2:48]2)=[CH:20][C:21]([F:33])=[C:22]([CH:32]=1)[C:23]([NH:25][S:26](=[O:31])(=[O:30])[N:27]([CH3:29])[CH3:28])=[O:24]
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참가 물질

5

반응물 4

HCID 205082-CyclohexylethanolHCID 64556Tricyclo(3.3.1.1'3,7)dec-1-ylmethanolHCID 580424175-chloro-2,4-difluoro-N-(methylsulfonyl)benzamideHCID 867028365-chloro-N-(N,N-dimethylsulfamoyl)-2,4-difluorobenzamide

생성물 1

HCID 867028705-chloro-4-(2-cyclohexylethoxy)-N-(N,N-dimethyl-sulfamoyl)-2-fluorobenzamide

실험 절차

Following the procedure as described in Example 8 and making variations as required to replace 5-chloro-2,4-difluoro-N-(methylsulfonyl)benzamide with 5-chloro-N—(N,N-dimethylsulfamoyl)-2,4-difluorobenzamide and adamantan-1-ylmethanol with 2-cyclohexylethanol, the title compound was obtained as a colorless solid (0.09 g, 22%): 1H NMR (300 MHz, DMSO-d6) δ 11.77 (s, 1H), 7.72 (d, J=7.5 Hz, 1H), 7.26 (d, J=12.4 Hz, 1H), 4.17 (t, J=6.6 Hz, 2H), 2.87 (s, 6H), 1.76-1.60 (m, 7H), 1.54-1.42 (m, 1H), 1.28-1.11 (m, 3H), 1.02-0.90 (m, 2H); MS (ES−) m/z 405.1, 407.1 (M−1).

출처 및 근거

ORD 기록
ord-bddc5da2141340f78709c923f5802edf
출처 데이터셋
uspto-grants-2015_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08933236B2

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