3-Fluorobenzylic alcohol → HCID 23725590, compound

HRID 2219433Notes

Reaction equation

HRID 2219433 reaction equation
Cl[CH2:2][C:3]1[N:4]([C:20]2[CH:25]=[CH:24][C:23]([N+:26]([O-:28])=[O:27])=[CH:22][CH:21]=2)[CH:5]=[C:6]([C:8]2[C:9]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)=[N:10][O:11][C:12]=2[CH3:13])[N:7]=1.[F:29][C:30]1[CH:31]=[C:32]([CH:35]=[CH:36][CH:37]=1)[CH2:33][OH:34]>>[F:29][C:30]1[CH:31]=[C:32]([CH:35]=[CH:36][CH:37]=1)[CH2:33][O:34][CH2:2][C:3]1[N:4]([C:20]2[CH:25]=[CH:24][C:23]([N+:26]([O-:28])=[O:27])=[CH:22][CH:21]=2)[CH:5]=[C:6]([C:8]2[C:9]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)=[N:10][O:11][C:12]=2[CH3:13])[N:7]=1

Participants

3

Reactant 2

HCID 680083-Fluorobenzylic alcoholHCID 23725534HCID 23725534, compound

Product 1

HCID 23725590HCID 23725590, compoundYield 57%

Procedure

As described for Example 157, 4-[2-chloromethyl-1-(4-nitro-phenyl)-1H-imidazol-4-yl]-5-methyl-3-phenyl-isoxazole (100 mg, 0.25 mmol), using 3-fluorobenzyl alcohol instead of 3-chlorobenzyl alcohol, was converted to the title compound (70 mg, 57%) which was obtained as a light yellow solid. MS: m/e=485.5 [M+H]+.

Sources & evidence

ORD record
ord-882a404286a548be8bb8ebaec7ffe7ec
Source dataset
uspto-grants-2008_08
Patent number
US07414061B2

Reaction notes

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