Tricyclo(3.3.1.1'3,7)dec-1-ylmethanol → HCID 72948340, compound

HRID 1427860Notes

Reaction equation

HRID 1427860 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.[CH3:47][O:48][C:49]1[CH:54]=[CH:53][C:52]([CH2:55][CH2:56][OH:57])=[CH:51][CH:50]=1>>[Cl:17][C:18]1[C:19]([O:57][CH2:56][CH2:55][C:52]2[CH:53]=[CH:54][C:49]([O:48][CH3:47])=[CH:50][CH:51]=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 697054-Methoxyphenethyl alcoholHCID 580424175-chloro-2,4-difluoro-N-(methylsulfonyl)benzamideHCID 867028365-chloro-N-(N,N-dimethylsulfamoyl)-2,4-difluorobenzamide

Product 1

HCID 72948340HCID 72948340, 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 2-(4-methoxyphenyl)ethanol, the title compound was obtained as a colorless solid (0.17 g, 39%): 1H NMR (300 MHz, DMSO-d6) δ 11.75 (s, 1H), 7.72 (d, J=7.4 Hz, 1H), 7.29-7.23 (m, 3H), 6.90-6.85 (m, 2H), 4.30 (t, J=6.8 Hz, 2H), 3.72 (s, 3H), 3.01 (t, J=6.8 Hz, 2H), 2.87 (s, 6H); MS (ES−) m/z 429.2, 431.2 (M−1).

Sources & evidence

ORD record
ord-84901044fa6b468bba0813d6aeef7883
Source dataset
uspto-grants-2015_01
Patent number
US08933236B2

Reaction notes

Loading…