Ethyl 3-aminopropanoate → 3-{[2,6-Bis-(4-cyano-phenoxy)-pyridine-3-carbonyl]-amino}-propionicacid Ethyl Ester

HRID 1024684Notes

Reaction equation

HRID 1024684 reaction equation
[C:1]([C:3]1[CH:27]=[CH:26][C:6]([O:7][C:8]2[N:16]=[C:15]([O:17][C:18]3[CH:23]=[CH:22][C:21]([C:24]#[N:25])=[CH:20][CH:19]=3)[CH:14]=[CH:13][C:9]=2[C:10](O)=[O:11])=[CH:5][CH:4]=1)#[N:2].[CH2:28]([O:30][C:31](=[O:35])[CH2:32][CH2:33][NH2:34])[CH3:29]>>[CH2:28]([O:30][C:31](=[O:35])[CH2:32][CH2:33][NH:34][C:10]([C:9]1[C:8]([O:7][C:6]2[CH:5]=[CH:4][C:3]([C:1]#[N:2])=[CH:27][CH:26]=2)=[N:16][C:15]([O:17][C:18]2[CH:19]=[CH:20][C:21]([C:24]#[N:25])=[CH:22][CH:23]=2)=[CH:14][CH:13]=1)=[O:11])[CH3:29]

Participants

3

Reactant 2

HCID 419889Ethyl 3-aminopropanoateHCID 676059982,6-Bis(4-cyanophenoxy)-nicotinic acid

Product 1

HCID 668181063-{[2,6-Bis-(4-cyano-phenoxy)-pyridine-3-carbonyl]-amino}-propionicacid Ethyl EsterYield 77.1%

Procedure

Following the procedure of Example 5(c) 2,6-bis(4-Cyano phenoxy)-nicotinic acid 0.5 g (1.42 mmol) and 3-amino-propionic acid ethyl ester (0.166 g, 1.42 mmol) were used to afford 0.5 g of the required product. Percentage purity (LCMS): 30.7%, (M+1)=456.1.

Sources & evidence

ORD record
ord-f3c56f16b175444ea4a2013e5e546a61
Source dataset
uspto-grants-2014_05
Patent number
US08722930B2

Reaction notes

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