5-Bromo-2-furanecarboxylic acid → HCID 43175444, compound

HRID 1444381Notes

Reaction equation

HRID 1444381 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:18]=[CH:19][CH:20]=1)[O:14][CH2:15][C:16]#[N:17]>>[C:16]([CH2:15][O:14][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:20]=[CH:19][CH:18]=1)#[N:17]

Participants

3

Reactant 2

HCID 685115-Bromo-2-furanecarboxylic acidHCID 187896992-(3-Aminophenoxy)acetonitrile

Product 1

HCID 43175444HCID 43175444, compound

Procedure

5-Bromo-furan-2-carboxylic acid (325 mg, 1.70 mmol) was coupled to (3-amino-phenoxy)-acetonitrile (172) (250 mg, 1.69 mmol) using Method C. The residue was purified by column chromatography eluting with a stepped gradient of 10-30% EtOAc in heptane to give the title compound.

Workup

  1. customThe residue was purified by column chromatography
  2. washeluting with a stepped gradient of 10-30% EtOAc in heptane

Sources & evidence

ORD record
ord-79dcbacb9e3a48cda4794043c4649752
Source dataset
uspto-grants-2010_02
Patent number
US07662839B2

Reaction notes

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