6-Bromopyridine-2-carboxylic acid → 6-Bromo-pyridine-2-carboxylic acid (3-cyanomethoxy-phenyl)-amide

HRID 2053286Notes

Reaction equation

HRID 2053286 reaction equation
[Br:1][C:2]1[N:7]=[C:6]([C:8]([OH:10])=O)[CH:5]=[CH:4][CH:3]=1.[NH2:11][C:12]1[CH:13]=[C:14]([CH:19]=[CH:20][CH:21]=1)[O:15][CH2:16][C:17]#[N:18]>>[C:17]([CH2:16][O:15][C:14]1[CH:13]=[C:12]([NH:11][C:8]([C:6]2[CH:5]=[CH:4][CH:3]=[C:2]([Br:1])[N:7]=2)=[O:10])[CH:21]=[CH:20][CH:19]=1)#[N:18]

Participants

3

Reactant 2

HCID 5939196-Bromopyridine-2-carboxylic acidHCID 187896992-(3-Aminophenoxy)acetonitrile

Product 1

HCID 596546236-Bromo-pyridine-2-carboxylic acid (3-cyanomethoxy-phenyl)-amide

Procedure

6-Bromo-pyridine-2-carboxylic acid (341 mg, 1.69 mmol) was coupled to aniline (172)(250 mg, 1.69 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-ba6ebdc928d74ce2b1f55c88180ee072
Source dataset
uspto-grants-2008_02
Patent number
US07326732B2

Reaction notes

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