2-Tolyl isocyanate → 3-(4-{2-Oxo-3-[4-(3-o-tolyl-ureido)phenyl)2H-pyridin-1-ylmethyl}phenyl)propionic acid ethyl ester

HRID 2218122Notes

Reaction equation

HRID 2218122 reaction equation
[CH2:1]([O:3][C:4](=[O:28])[CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][N:14]2[CH:19]=[CH:18][CH:17]=[C:16]([C:20]3[CH:25]=[CH:24][C:23]([NH2:26])=[CH:22][CH:21]=3)[C:15]2=[O:27])=[CH:9][CH:8]=1)[CH3:2].[C:29]1([CH3:38])[C:30]([N:35]=[C:36]=[O:37])=[CH:31][CH:32]=[CH:33][CH:34]=1>ClCCl>[CH2:1]([O:3][C:4](=[O:28])[CH2:5][CH2:6][C:7]1[CH:8]=[CH:9][C:10]([CH2:13][N:14]2[CH:19]=[CH:18][CH:17]=[C:16]([C:20]3[CH:25]=[CH:24][C:23]([NH:26][C:36]([NH:35][C:30]4[CH:31]=[CH:32][CH:33]=[CH:34][C:29]=4[CH3:38])=[O:37])=[CH:22][CH:21]=3)[C:15]2=[O:27])=[CH:11][CH:12]=1)[CH3:2]

Participants

4

Reactant 2

HCID 691942-Tolyl isocyanateHCID 116679603-{4-[3-(4-Aminophenyl)-2-oxo-2H-pyridin-1-ylmethyl]phenyl}propionic acid ethyl ester

Product 1

HCID 104589693-(4-{2-Oxo-3-[4-(3-o-tolyl-ureido)phenyl)2H-pyridin-1-ylmethyl}phenyl)propionic acid ethyl ester

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3-{4-[3-(4-Aminophenyl)-2-oxo-2H-pyridin-1-ylmethyl]phenyl}propionic acid ethyl ester (P8, 60 mg, 0.16 mmol) and o-tolyl isocyanate (40 [2 L, 0.32 mmol) were stirred at room temperature in dichloromethane (5 mL) for 3 hours, then the reaction mixture was concentrated. Trituration with diethyl ether afforded the title compound as a solid.

Workup

  1. concentrationthe reaction mixture was concentrated

Sources & evidence

ORD record
ord-a99232be92b94a56882a37fda734e14c
Source dataset
uspto-grants-2008_08
Patent number
US07410984B2

Reaction notes

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