Tricyclo(3.3.1.1'3,7)dec-1-ylmethanol → HCID 86702879, compound

HRID 1427852Notes

Reaction equation

HRID 1427852 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].C12(CO)CC3CC(CC(C3)C1)C2.[CH2:47]1[C:51]2([CH2:56][CH2:55][CH:54]([OH:57])[CH2:53][CH2:52]2)[CH2:50][CH2:49][CH2:48]1>>[Cl:17][C:18]1[C:19]([O:57][CH:54]2[CH2:53][CH2:52][C:51]3([CH2:47][CH2:48][CH2:49][CH2:50]3)[CH2:56][CH2:55]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

HCID 64556Tricyclo(3.3.1.1'3,7)dec-1-ylmethanolHCID 56962207Spiro[4.5]decan-8-olHCID 580424175-chloro-2,4-difluoro-N-(methylsulfonyl)benzamideHCID 867028365-chloro-N-(N,N-dimethylsulfamoyl)-2,4-difluorobenzamide

Product 1

HCID 86702879HCID 86702879, compound

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 spiro[4.5]decan-8-ol, the title compound was obtained as a colorless solid (0.06 g, 14%). 1H NMR (300 MHz, DMSO-d6) δ 11.73 (s, 1H), 7.72 (d, J=7.6 Hz, 1H), 7.31 (d, J=12.6 Hz, 1H), 4.68-4.61 (m, 1H), 2.87 (s, 6H), 1.88-1.77 (m, 2H), 1.65-1.51 (m, 8H), 1.44-1.32 (m, 6H); MS (ES−) m/z 431.2, 433.2 (M−1).

Sources & evidence

ORD record
ord-374ad4f42de44e629ad924dffec080e5
Source dataset
uspto-grants-2015_01
Patent number
US08933236B2

Reaction notes

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