3-{2-(3-Chloro-4-fluorophenyl)-5-[(4-oxoimidazolidin-1-yl)carbonyl]furan-3-yl}-5-fluorobenzenecarbonitrile → 3-[2-(3-Cyanophenyl)-5-(morpholin-4-ylcarbonyl)furan-3-yl]-5-fluorobenzenecarbonitrile

HRID 2190148Notes

Reaction equation

HRID 2190148 reaction equation
ClC1C=C(C2O[C:11]([C:23]([N:25]3[CH2:29][C:28](=[O:30])NC3)=O)=CC=2C2C=C(C#N)C=C(F)C=2)C=CC=1F.[C:31]([C:33]1[CH:34]=[C:35]([C:40]2[CH:41]=[C:42]([C:53](OCC)=[O:54])[O:43][C:44]=2[C:45]2[CH:50]=[CH:49][CH:48]=[C:47]([C:51]#[N:52])[CH:46]=2)[CH:36]=[C:37]([F:39])[CH:38]=1)#[N:32]>>[C:51]([C:47]1[CH:46]=[C:45]([C:44]2[O:43][C:42]([C:53]([N:25]3[CH2:23][CH2:11][O:30][CH2:28][CH2:29]3)=[O:54])=[CH:41][C:40]=2[C:35]2[CH:34]=[C:33]([C:31]#[N:32])[CH:38]=[C:37]([F:39])[CH:36]=2)[CH:50]=[CH:49][CH:48]=1)#[N:52]

Participants

3

Reactant 2

HCID 580647863-{2-(3-Chloro-4-fluorophenyl)-5-[(4-oxoimidazolidin-1-yl)carbonyl]furan-3-yl}-5-fluorobenzenecarbonitrileHCID 58064789Ethyl 4-(3-cyano-5-fluorophenyl)-5-(3-cyanophenyl)furan-2-carboxylate

Product 1

HCID 580647823-[2-(3-Cyanophenyl)-5-(morpholin-4-ylcarbonyl)furan-3-yl]-5-fluorobenzenecarbonitrile

Procedure

The preparation of the title compound takes place in analogy to the synthesis of the compound from Example 31 starting with the compound from Example 17A. 32.1 mg (58% of theory) of the title compound are obtained.

Sources & evidence

ORD record
ord-d8f060e110a74f31a2b4090549416859
Source dataset
uspto-grants-2012_12
Patent number
US08324268B2

Reaction notes

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