4-Cyanophenylacetic acid → N-[m-[2-(p-cyanophenyl)acetamido]benzoyl]-beta-alanine benzyl ester

HRID 2248517Notes

Reaction equation

HRID 2248517 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10]([OH:12])=O)=[CH:5][CH:4]=1)#[N:2].FC(F)(F)C(O)=O.[CH2:20]([O:27][C:28](=[O:41])[CH2:29][CH2:30][NH:31][C:32](=[O:40])[C:33]1[CH:38]=[CH:37][CH:36]=[C:35]([NH2:39])[CH:34]=1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>>[CH2:20]([O:27][C:28](=[O:41])[CH2:29][CH2:30][NH:31][C:32](=[O:40])[C:33]1[CH:38]=[CH:37][CH:36]=[C:35]([NH:39][C:10](=[O:12])[CH2:9][C:6]2[CH:5]=[CH:4][C:3]([C:1]#[N:2])=[CH:8][CH:7]=2)[CH:34]=1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

3

Reactant 2

HCID 795874-Cyanophenylacetic acidHCID 67827899N-(m-aminobenzoyl)-beta-alanine benzyl ester trifluoroacetate

Product 1

HCID 19996379N-[m-[2-(p-cyanophenyl)acetamido]benzoyl]-beta-alanine benzyl ester

Procedure

p-Cyanophenylacetic acid and N-(m-aminobenzoyl)-β-alanine benzyl ester trifluoroacetate are coupled to give N-[m-[2-(p-cyanophenyl)acetamido]benzoyl]-β-alanine benzyl ester, m.p. 98°-99° C.

Sources & evidence

ORD record
ord-dfcc13beb98c4935bdf85b0c9b5efd5a
Source dataset
uspto-grants-1991_08
Patent number
US05039805

Reaction notes

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