Tricyclo(3.3.1.1'3,7)dec-1-ylmethanol → HCID 86702919, compound

HRID 1427893Notes

Reaction equation

HRID 1427893 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.[F:47][C:48]1([F:60])[CH:55]2[CH2:56][C:51]3([CH2:58][OH:59])[CH2:52][CH:53]([CH2:57][CH:49]1[CH2:50]3)[CH2:54]2>>[Cl:17][C:18]1[C:19]([O:59][CH2:58][C:51]23[CH2:56][CH:55]4[CH2:54][CH:53]([CH2:57][CH:49]([C:48]4([F:47])[F:60])[CH2:50]2)[CH2:52]3)=[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 580424175-chloro-2,4-difluoro-N-(methylsulfonyl)benzamideHCID 66521760(4,4-Difluorotricyclo[3.3.1.1~3,7~]decan-1-yl)methanolHCID 867028365-chloro-N-(N,N-dimethylsulfamoyl)-2,4-difluorobenzamide

Product 1

HCID 86702919HCID 86702919, 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 4,4-difluoro-1-(hydroxymethyl)adamantane, the title compound was obtained as a colorless solid (0.21 g, 44%): 1H NMR (300 MHz, CDCl3) δ 8.64 (br s, 1H), 8.16-8.03 (m, 1H), 6.73-6.60 (m, 1H), 3.63 (s, 2H), 3.03 (s, 6H), 2.37-2.25 (m, 2H), 2.11-1.84 (m, 5H), 1.81-1.66 (m, 6H); MS (ES−) m/z 479.2 (M−1), 481.1 (M−1);

Sources & evidence

ORD record
ord-f684ad7388cd43c8bfec2f111ea589f6
Source dataset
uspto-grants-2015_01
Patent number
US08933236B2

Reaction notes

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