1-{[5-Bromo-4-(3-chlorophenyl)furan-2-yl]carbonyl}imidazolidin-4-one → 5-{3-(3-Chlorophenyl)-5-[(4-oxoimidazolidin-1-yl)carbonyl]furan-2-yl}-2-fluorobenzenecarbonitrile

HRID 2190142Notes

Reaction equation

HRID 2190142 reaction equation
Cl[C:2]1[CH:3]=[C:4]([C:9]2[O:13][C:12]([C:14]([N:16]3[CH2:20][C:19](=[O:21])[NH:18][CH2:17]3)=[O:15])=[CH:11][C:10]=2[C:22]2[CH:27]=[CH:26][CH:25]=[C:24]([Cl:28])[CH:23]=2)[CH:5]=[CH:6][C:7]=1[F:8].BrC1OC([C:35]([N:37]2CC(=O)NC2)=O)=CC=1C1C=CC=C(Cl)C=1>>[Cl:28][C:24]1[CH:23]=[C:22]([C:10]2[CH:11]=[C:12]([C:14]([N:16]3[CH2:20][C:19](=[O:21])[NH:18][CH2:17]3)=[O:15])[O:13][C:9]=2[C:4]2[CH:5]=[CH:6][C:7]([F:8])=[C:2]([C:35]#[N:37])[CH:3]=2)[CH:27]=[CH:26][CH:25]=1

Participants

3

Reactant 2

HCID 580647691-{[5-Bromo-4-(3-chlorophenyl)furan-2-yl]carbonyl}imidazolidin-4-oneHCID 580648051-{[5-(3-Chloro-4-fluorophenyl)-4-(3-chlorophenyl)furan-2-yl]carbonyl}imidazolidin-4-one

Product 1

HCID 580647845-{3-(3-Chlorophenyl)-5-[(4-oxoimidazolidin-1-yl)carbonyl]furan-2-yl}-2-fluorobenzenecarbonitrile

Procedure

The preparation of the title compound takes place in analogy to the synthesis of the compound from Example 25 starting with the compound from Example 30A. 11.0 mg (20% of theory) of the title compound are obtained.

Sources & evidence

ORD record
ord-e3531592715a40419e6571595aaa23ef
Source dataset
uspto-grants-2012_12
Patent number
US08324268B2

Reaction notes

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