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

HRID 1717155Notes

Reaction equation

HRID 1717155 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-1f82eb92fd3444ed96fb430f471dc65f
Source dataset
uspto-grants-2010_09
Patent number
US07803841B2

Reaction notes

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