4-(Aminomethyl)-3-chlorobenzonitrile → (RS)-N-(2-chloro-4-cyano-benzyl)-2-ethoxy-2-(2-fluoro-4-methoxy-phenyl)-acetamide

HRID 1247338Notes

Reaction equation

HRID 1247338 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][C:20]=1[Cl:27]>>[Cl:27][C:20]1[CH:21]=[C:22]([C:23]#[N:24])[CH:25]=[CH:26][C:19]=1[CH2:18][NH:17][C:5](=[O:7])[CH:4]([O:3][CH2:1][CH3:2])[C:8]1[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[CH:10][C:9]=1[F:16]

Participants

3

Reactant 2

HCID 40897884-(Aminomethyl)-3-chlorobenzonitrileHCID 21904991(RS)-Ethoxy-(2-fluoro-4-methoxy-phenyl)-acetic acid

Product 1

HCID 21905687(RS)-N-(2-chloro-4-cyano-benzyl)-2-ethoxy-2-(2-fluoro-4-methoxy-phenyl)-acetamide

Procedure

(RS)-Ethoxy-(2-fluoro-4-methoxy-phenyl)-acetic acid, described in example 63.1 was coupled with 4-aminomethyl-3-chlorobenzonitrile (CAS 202521-97-9) according to general procedure C to give (RS)-N-(2-chloro-4-cyano-benzyl)-2-ethoxy-2-(2-fluoro-4-methoxy-phenyl)-acetamide. Yellow oil. MS 377.2 ([M+H]+)

Sources & evidence

ORD record
ord-8f7ea8d0d6a343119e0790cee28bdf26
Source dataset
uspto-grants-2006_10
Patent number
US07129238B2

Reaction notes

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