Tricyclo(3.3.1.1'3,7)dec-1-ylmethanol → 5-chloro-4-(cycloheptylmethoxy)-N-(N,N-dimethylsulfamoyl)-2-fluorobenzamide
Reaction equation
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].[C:35]12([CH2:45][OH:46])[CH2:44][CH:39]3C[CH:41]([CH2:43][CH:37](C3)C1)[CH2:42]2.C1(CO)CCCCCC1>>[Cl:17][C:18]1[C:19]([O:46][CH2:45][CH:35]2[CH2:42][CH2:41][CH2:43][CH2:37][CH2:39][CH2:44]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]Participants
5
Reactant 4
Product 1
Procedure
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 cycloheptylmethanol, the title compound was obtained as a colorless solid (0.08 g, 20%): 1H NMR (300 MHz, DMSO-d6) δ 11.77 (s, 1H), 7.72 (d, J=7.4 Hz, 1H), 7.24 (d, J=12.3 Hz, 1H), 3.94 (d, J=6.6 Hz, 2H), 2.87 (s, 6H), 2.00-1.25 (m, 13H); MS (ES−) m/z 405.1, 407.1 (M−1).
Sources & evidence
- ORD record
- ord-427daaec43d54737801b3ac43bec2626
- Source dataset
- uspto-grants-2015_01
- Patent number
- US08933236B2
Reaction notes
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