2-Phenylethanol → HCID 72948341, compound

HRID 1427861Notes

Reaction equation

HRID 1427861 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.[C:47]1([CH2:53][CH2:54][OH:55])[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=1>>[Cl:17][C:18]1[C:19]([O:55][CH2:54][CH2:53][C:47]2[CH:52]=[CH:51][CH:50]=[CH:49][CH: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]

Participants

5

Reactant 4

HCID 60542-PhenylethanolHCID 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

Product 1

HCID 72948341HCID 72948341, 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-phenylethanol, the title compound was obtained as a colorless solid (0.06 g, 15%): 1H NMR (300 MHz, DMSO-d6) δ 11.76 (s, 1H), 7.72 (d, J=7.5 Hz, 1H), 7.37-7.21 (m, 6H), 4.36 (t, J=6.8 Hz, 2H), 3.09 (t, J=6.8 Hz, 2H), 2.87 (s, 6H); MS (ES−) m/z 399.1, 401.1 (M−1).

Sources & evidence

ORD record
ord-f894158e85044bbeac45ab2bccec1823
Source dataset
uspto-grants-2015_01
Patent number
US08933236B2

Reaction notes

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