5-(3-Chlorophenyl)furan-2-carboxylic acid → (3-[5-(3-Chloro-phenyl)-furan-2-carbonyl]-phenyl)-acetonitrile

HRID 1717067Notes

Reaction equation

HRID 1717067 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[O:12][C:11]([C:13]([OH:15])=O)=[CH:10][CH:9]=2)[CH:5]=[CH:6][CH:7]=1.N[C:17]1[CH:18]=[C:19]([CH2:23][C:24]#[N:25])[CH:20]=[CH:21][CH:22]=1>>[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[O:12][C:11]([C:13]([C:17]3[CH:18]=[C:19]([CH2:23][C:24]#[N:25])[CH:20]=[CH:21][CH:22]=3)=[O:15])=[CH:10][CH:9]=2)[CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 7362565-(3-Chlorophenyl)furan-2-carboxylic acidHCID 4847850(3-Amino-phenyl)-acetonitrile

Product 1

HCID 68490730(3-[5-(3-Chloro-phenyl)-furan-2-carbonyl]-phenyl)-acetonitrile

Procedure

Carboxylic acid (65) (127 mg, 0.57 mmol) was coupled to aniline (80) (75 mg, 0.57 mmol) using Method C. The crude residue was purified by column chromatography eluting with 17% EtOAc in heptane to give the title compound.

Workup

  1. customThe crude residue was purified by column chromatography
  2. washeluting with 17% EtOAc in heptane

Sources & evidence

ORD record
ord-106a8f37cfce4f1c9368d86c11e1fc62
Source dataset
uspto-grants-2010_09
Patent number
US07803841B2

Reaction notes

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