5-Iodo-1-methyl-1H-imidazole → Methyl 4-[3-(1-methylimidazol-5-yl)prop-1-en-1-yl]-2-(4-fluorophenyl)benzoate

HRID 1019046Notes

Reaction equation

HRID 1019046 reaction equation
BrCC=CC1C=CC(C(OC)=O)=C(C2C=CC(F)=CC=2)C=1.IC1N(C)C=NC=1.[C:29]([N:48]1[C:52]([CH2:53]/[CH:54]=[CH:55]/[C:56]2[CH:65]=[CH:64][C:59]([C:60]([O:62][CH3:63])=[O:61])=[C:58]([C:66]3[CH:71]=[CH:70][C:69]([F:72])=[CH:68][CH:67]=3)[CH:57]=2)=[CH:51][N:50]=[CH:49]1)(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>>[CH3:29][N:48]1[C:52]([CH2:53][CH:54]=[CH:55][C:56]2[CH:65]=[CH:64][C:59]([C:60]([O:62][CH3:63])=[O:61])=[C:58]([C:66]3[CH:71]=[CH:70][C:69]([F:72])=[CH:68][CH:67]=3)[CH:57]=2)=[CH:51][N:50]=[CH:49]1

Participants

4

Reactant 3

HCID 12776685-Iodo-1-methyl-1H-imidazoleHCID 18399521methyl 4-[(E)-3-(1-tritylimidazol-5-yl)prop-1-en-1-yl]-2-(4-fluorophenyl)benzoateHCID 54112501Methyl 2-(4-fluorophenyl)-4-(3-bromoprop-1-en-1-yl)benzoate

Product 1

HCID 54550986Methyl 4-[3-(1-methylimidazol-5-yl)prop-1-en-1-yl]-2-(4-fluorophenyl)benzoateYield 59%

Procedure

Methyl 4-[3-(1-methylimidazol-5-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 and 5-iodo-1-methyl-imidazole using a similar method to that described for methyl 4-[(E)-3-(1-tritylimidazol-5-yl)prop-1-en-1-yl]-2-(4-fluorophenyl)benzoate in Example 37.

Sources & evidence

ORD record
ord-4470a48e7c544fc79fc9e1e3200594a1
Source dataset
uspto-grants-2002_11
Patent number
US06486156B1

Reaction notes

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