Ethyl 2-(3-aminophenoxy)acetate → (3-{[6-(3-Chloro-phenyl)-pyridine-2-carbonyl]-amino}-phenoxy)-acetic acid ethyl ester

HRID 1444350Notes

Reaction equation

HRID 1444350 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[N:13]=[C:12]([C:14]([OH:16])=O)[CH:11]=[CH:10][CH:9]=2)[CH:5]=[CH:6][CH:7]=1.[CH2:17]([O:19][C:20](=[O:30])[CH2:21][O:22][C:23]1[CH:28]=[CH:27][CH:26]=[C:25]([NH2:29])[CH:24]=1)[CH3:18]>>[CH2:17]([O:19][C:20](=[O:30])[CH2:21][O:22][C:23]1[CH:28]=[CH:27][CH:26]=[C:25]([NH:29][C:14]([C:12]2[CH:11]=[CH:10][CH:9]=[C:8]([C:4]3[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[CH:3]=3)[N:13]=2)=[O:16])[CH:24]=1)[CH3:18]

Participants

3

Reactant 2

HCID 412308Ethyl 2-(3-aminophenoxy)acetateHCID 247301356-(3-Chlorophenyl)picolinic acid

Product 1

HCID 59654828(3-{[6-(3-Chloro-phenyl)-pyridine-2-carbonyl]-amino}-phenoxy)-acetic acid ethyl ester

Procedure

Carboxylic acid (136) (44 mg, 0.19 mmol) was coupled with aniline (64) (40 mg, 0.2 mmol) using Method D. The residue was purified by column chromatography eluting with 10% EtOAc in heptane to give the title compound.

Workup

  1. customThe residue was purified by column chromatography
  2. washeluting with 10% EtOAc in heptane

Sources & evidence

ORD record
ord-5a72bd5be9514255b11d375a89de119a
Source dataset
uspto-grants-2010_02
Patent number
US07662839B2

Reaction notes

Loading…