4-Methylbenzyl alcohol → HCID 23725589, compound

HRID 2219432Notes

Reaction equation

HRID 2219432 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.[Cl:29][C:30]1[CH:31]=[C:32]([CH:35]=[CH:36][CH:37]=1)[CH2:33][OH:34].CC1C=CC(CO)=CC=1>>[Cl: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:15]=[CH:16][CH:17]=[CH:18][CH:19]=3)=[N:10][O:11][C:12]=2[CH3:13])[N:7]=1

Participants

4

Reactant 3

HCID 115054-Methylbenzyl alcoholHCID 701173-Chlorobenzyl alcoholHCID 23725534HCID 23725534, compound

Product 1

HCID 23725589HCID 23725589, compoundYield 60%

Procedure

As described for Example 153, 4-[2-chloromethyl-1-(4-nitro-phenyl)-1H-imidazol-4-yl]-5-methyl-3-phenyl-isoxazole (100 mg, 0.25 mmol), using 3-chlorobenzyl alcohol and KI (8.4 mg, 0.05 mmol) instead of 4-methylbenzyl alcohol, was converted to the title compound (76 mg, 60%) which was obtained as a light yellow solid. MS: m/e=501.4 [M+H]+.

Sources & evidence

ORD record
ord-7a1a593123e74a38851f10fc3b0c4c8f
Source dataset
uspto-grants-2008_08
Patent number
US07414061B2

Reaction notes

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