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

HRID 2190147Notes

Reaction equation

HRID 2190147 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[O:9][C:10]([C:22]([N:24]3[CH2:28][C:27](=[O:29])[NH:26][CH2:25]3)=[O:23])=[CH:11][C:12]=2[C:13]2[CH:14]=[C:15]([C:20]#[N:21])[CH:16]=[C:17]([F:19])[CH:18]=2)[CH:5]=[CH:6][CH:7]=1.Cl[C:31]1C=C(C2OC(C(OCC)=O)=CC=2C2C=C(F)C=C(C#N)C=2)C=CC=1>>[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[O:9][C:10]([C:22]([N:24]3[CH2:31][CH2:25][NH:26][C:27](=[O:29])[CH2:28]3)=[O:23])=[CH:11][C:12]=2[C:13]2[CH:14]=[C:15]([C:20]#[N:21])[CH:16]=[C:17]([F:19])[CH:18]=2)[CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 468334843-{2-(3-Chlorophenyl)-5-[(4-oxoimidazolidin-1-yl)carbonyl]furan-3-yl}-5-fluorobenzenecarbonitrileHCID 58064792Ethyl 5-(3-chlorophenyl)-4-(3-cyano-5-fluorophenyl)furan-2-carboxylate

Product 1

HCID 468331853-{2-(3-Chlorophenyl)-5-[(3-oxopiperazin-1-yl)carbonyl]furan-3-yl}-5-fluorobenzenecarbonitrile

Procedure

The preparation of the title compound takes place in analogy to the synthesis of the compound from Example 32 starting with the compound from Example 16A. 39.5 mg (62% of theory) of the title compound are obtained.

Sources & evidence

ORD record
ord-a643c52c02e04bc58acb6c6601b83a4a
Source dataset
uspto-grants-2012_12
Patent number
US08324268B2

Reaction notes

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