Phenylboronic Acid → 3-{3-[(6-Phenyl-pyridine-2-carbonyl)-amino]-phenyl}-propionic acid ethyl ester

HRID 2053277Notes

Reaction equation

HRID 2053277 reaction equation
[CH2:1]([O:3][C:4](=[O:23])[CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([NH:13][C:14]([C:16]2[CH:21]=[CH:20][CH:19]=[C:18](Br)[N:17]=2)=[O:15])[CH:8]=1)[CH3:2].[C:24]1(B(O)O)[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>>[CH2:1]([O:3][C:4](=[O:23])[CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([NH:13][C:14]([C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[N:17]=2)=[O:15])[CH:8]=1)[CH3:2]

Participants

3

Reactant 2

HCID 66827Phenylboronic AcidHCID 596548223-(3-{[6-Bromo-pyridine-2-carbonyl)-amino]-phenyl}-propionic acid ethyl ester

Product 1

HCID 596548423-{3-[(6-Phenyl-pyridine-2-carbonyl)-amino]-phenyl}-propionic acid ethyl ester

Procedure

The pyridyl bromide (161)(100 mg, 0.27 mmol) was coupled to phenylboronic acid (30 mg, 0.25 mmol) using Method E. The residue was purified by column chromatography eluting with 15% EtOAc in heptane to give the title compound.

Workup

  1. customThe residue was purified by column chromatography
  2. washeluting with 15% EtOAc in heptane

Sources & evidence

ORD record
ord-927806235f9e47f7b74a5509384e1446
Source dataset
uspto-grants-2008_02
Patent number
US07326732B2

Reaction notes

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