Methyl 4-[3-(imidazol-1-yl)prop-1-en-1-yl]-2-(4-fluorophenyl)benzoate → Methyl 5-[3-(imidazol-1-yl)prop-1-en-1-yl]-2-(4-fluorophenethyl)benzoate

HRID 1019032Notes

Reaction equation

HRID 1019032 reaction equation
[N:1]1([CH2:6][CH:7]=CC2C=CC(C(OC)=O)=C(C3C=CC(F)=CC=3)C=2)[CH:5]=[CH:4][N:3]=[CH:2]1.[Br-].[F:27][C:28]1[CH:65]=[CH:64][C:31]([CH2:32][CH2:33][C:34]2[CH:59]=[CH:58][C:37]([CH2:38][P+](C3C=CC=CC=3)(C3C=CC=CC=3)C3C=CC=CC=3)=[CH:36][C:35]=2[C:60]([O:62][CH3:63])=[O:61])=[CH:30][CH:29]=1>>[N:1]1([CH2:6][CH:7]=[CH:38][C:37]2[CH:58]=[CH:59][C:34]([CH2:33][CH2:32][C:31]3[CH:30]=[CH:29][C:28]([F:27])=[CH:65][CH:64]=3)=[C:35]([CH:36]=2)[C:60]([O:62][CH3:63])=[O:61])[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

3

Reactant 2

HCID 54479740Methyl 4-[3-(imidazol-1-yl)prop-1-en-1-yl]-2-(4-fluorophenyl)benzoateHCID 865903414-(4-Fluorophenethyl)-3-methoxycarbonylbenzyl triphenylphosphonium bromide

Product 1

HCID 53807049Methyl 5-[3-(imidazol-1-yl)prop-1-en-1-yl]-2-(4-fluorophenethyl)benzoateYield 70%

Procedure

Methyl 5-[3-(imidazol-1-yl)prop-1-en-1-yl]-2-(4-fluorophenethyl)benzoate was prepared in a similar way to that described for methyl 4-[3-(imidazol-1-yl)prop-1-en-1-yl]-2-(4-fluorophenyl)benzoate in Example 2 but using 4-(4-fluorophenethyl)-3-methoxycarbonylbenzyl triphenylphosphonium bromide instead of 3-(4-fluorophenyl)4-methoxycarbonylbenzyl triphenylphosphonium bromide. Yield: 70%

Sources & evidence

ORD record
ord-1ab68eb744bf485985a067d58a11ec9e
Source dataset
uspto-grants-2002_11
Patent number
US06486156B1

Reaction notes

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