4-(Aminomethyl)benzonitrile → (RS)-N-(4-cyano-benzyl)-2-ethoxy-2-(2-fluoro-4-methoxy-phenyl)-acetamide

HRID 1247302Notes

Reaction equation

HRID 1247302 reaction equation
[CH2:1]([O:3][CH:4]([C:8]1[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[CH:10][C:9]=1[F:16])[C:5]([OH:7])=O)[CH3:2].[NH2:17][CH2:18][C:19]1[CH:26]=[CH:25][C:22]([C:23]#[N:24])=[CH:21][CH:20]=1>>[C:18]([C:19]1[CH:26]=[CH:25][C:22]([CH2:23][NH:24][C:5](=[O:7])[CH:4]([O:3][CH2:1][CH3:2])[C:8]2[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[CH:10][C:9]=2[F:16])=[CH:21][CH:20]=1)#[N:17]

Participants

3

Reactant 2

HCID 826084-(Aminomethyl)benzonitrileHCID 21904991(RS)-Ethoxy-(2-fluoro-4-methoxy-phenyl)-acetic acid

Product 1

HCID 21904995(RS)-N-(4-cyano-benzyl)-2-ethoxy-2-(2-fluoro-4-methoxy-phenyl)-acetamide

Procedure

(RS)-Ethoxy-(2-fluoro-4-methoxy-phenyl)-acetic acid was coupled with 4-aminomethyl benzonitrile according to general procedure B to give (RS)-N-(4-cyano-benzyl)-2-ethoxy-2-(2-fluoro-4-methoxy-phenyl)-acetamide. Yellow oil. MS 343.2 ([M+H]+)

Sources & evidence

ORD record
ord-f7c4af0c93cc4598a82669feba7a8c3c
Source dataset
uspto-grants-2006_10
Patent number
US07129238B2

Reaction notes

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