5-Bromo-2-furanecarboxylic acid → 5-Bromo-furan-2-carboxylic acid [3-(2-cyano-vinyl)-phenyl]-amide

HRID 1444294Notes

Reaction equation

HRID 1444294 reaction equation
[Br:1][C:2]1[O:6][C:5]([C:7]([OH:9])=O)=[CH:4][CH:3]=1.[NH2:10][C:11]1[CH:12]=[C:13]([CH:17]=[CH:18][C:19]#[N:20])[CH:14]=[CH:15][CH:16]=1>>[C:19]([CH:18]=[CH:17][C:13]1[CH:12]=[C:11]([NH:10][C:7]([C:5]2[O:6][C:2]([Br:1])=[CH:3][CH:4]=2)=[O:9])[CH:16]=[CH:15][CH:14]=1)#[N:20]

Participants

3

Reactant 2

HCID 685115-Bromo-2-furanecarboxylic acidHCID 534254963-(3-Amino-phenyl)-acrylonitrile

Product 1

HCID 723488195-Bromo-furan-2-carboxylic acid [3-(2-cyano-vinyl)-phenyl]-amide

Procedure

5-Bromo-furan-2-carboxylic acid (716 mg, 3.75 mmol) was coupled to aniline (88) (540 mg, 3.75 mmol) using Method C. The residue was purified by column chromatography eluting with 20% EtOAc in heptane, to give the title compound.

Workup

  1. customThe residue was purified by column chromatography
  2. washeluting with 20% EtOAc in heptane

Sources & evidence

ORD record
ord-e96dbd0e62c04011ad42e64486f0dfd7
Source dataset
uspto-grants-2010_02
Patent number
US07662839B2

Reaction notes

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