1-Benzylimidazole → Methyl 4-[3-(1-benzylimidazol-2-yl)prop-1-en-1-yl]-2-(4-fluorophenyl)benzoate

HRID 1019048Notes

Reaction equation

HRID 1019048 reaction equation
Br[CH2:2][CH:3]=[CH:4][C:5]1[CH:14]=[CH:13][C:8]([C:9]([O:11][CH3:12])=[O:10])=[C:7]([C:15]2[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=2)[CH:6]=1.CN1C=CN=C1CC=CC1C=CC(C(OC)=O)=C(C2C=CC(F)=CC=2)C=1.[CH2:48]([N:55]1[CH:59]=[CH:58][N:57]=[CH:56]1)[C:49]1[CH:54]=[CH:53][CH:52]=[CH:51][CH:50]=1>>[CH2:48]([N:55]1[CH:59]=[CH:58][N:57]=[C:56]1[CH2:2][CH:3]=[CH:4][C:5]1[CH:14]=[CH:13][C:8]([C:9]([O:11][CH3:12])=[O:10])=[C:7]([C:15]2[CH:20]=[CH:19][C:18]([F:21])=[CH:17][CH:16]=2)[CH:6]=1)[C:49]1[CH:50]=[CH:51][CH:52]=[CH:53][CH:54]=1

Participants

4

Reactant 3

HCID 779181-BenzylimidazoleHCID 54112501Methyl 2-(4-fluorophenyl)-4-(3-bromoprop-1-en-1-yl)benzoateHCID 54337160Methyl 4-[3-(1-methylimidazol-2-yl)prop-1-en-1-yl]-2-(4-fluorophenyl)benzoate

Product 1

HCID 53719705Methyl 4-[3-(1-benzylimidazol-2-yl)prop-1-en-1-yl]-2-(4-fluorophenyl)benzoateYield 76%

Procedure

Methyl 4-[3-(1-benzylimidazol-2-yl)prop-1-en-1-yl]-2-(4-fluorophenyl)benzoate was prepared from methyl 4-(3-bromoprop-1-en-1-yl)-2-(4-fluorophenyl)benzoate as described for methyl 4-[3-(1-methylimidazol-2-yl)prop-1-en-1-yl]-2-(4-fluorophenyl)benzoate in Example 19, but using N-benzylimidazole. Yield: 76%

Sources & evidence

ORD record
ord-41fa4c3f6369430aac42831f301170f5
Source dataset
uspto-grants-2002_11
Patent number
US06486156B1

Reaction notes

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