5-Bromo-2-furanecarboxylic acid → 5-Bromo-furan-2-carboxylic acid (3-cyanomethyl-phenyl)-amide

HRID 1444287Notes

Reaction equation

HRID 1444287 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]([CH2:17][C:18]#[N:19])[CH:14]=[CH:15][CH:16]=1>>[C:18]([CH2:17][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:19]

Participants

3

Reactant 2

HCID 685115-Bromo-2-furanecarboxylic acidHCID 4847850(3-Amino-phenyl)-acetonitrile

Product 1

HCID 596548595-Bromo-furan-2-carboxylic acid (3-cyanomethyl-phenyl)-amide

Procedure

5-Bromo-furan-2-carboxylic acid (1.68 g, 8.80 mmol) was coupled to aniline (80) (1.16 g, 8.80 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-f36610d7eb9642bc9d2b2c6cd3d3011b
Source dataset
uspto-grants-2010_02
Patent number
US07662839B2

Reaction notes

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