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

HRID 1247337Notes

Reaction equation

HRID 1247337 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[CH:5]=[CH:4][C:3]=1[CH:10]([O:14][CH3:15])[C:11]([OH:13])=O.[NH2:16][CH2:17][C:18]1[CH:25]=[CH:24][C:21]([C:22]#[N:23])=[CH:20][C:19]=1[Cl:26]>>[Cl:26][C:19]1[CH:20]=[C:21]([C:22]#[N:23])[CH:24]=[CH:25][C:18]=1[CH2:17][NH:16][C:11](=[O:13])[CH:10]([C:3]1[CH:4]=[CH:5][C:6]([O:8][CH3:9])=[CH:7][C:2]=1[F:1])[O:14][CH3:15]

Participants

3

Reactant 2

HCID 40897884-(Aminomethyl)-3-chlorobenzonitrileHCID 67373142(RS)-(2-Fluoro-4-methoxy-phenyl)-methoxy-acetic acid

Product 1

HCID 21904934(RS)-N-(2-chloro-4-cyano-benzyl)-2-(2-fluoro-4-methoxy-phenyl)-2-methoxy-acetamide

Procedure

(RS)-(2-Fluoro-4-methoxy-phenyl)-methoxy-acetic acid, described in example 15.1 was coupled with 4-aminomethyl-3-chlorobenzonitrile (CAS 202521-97-9) according to general procedure B to give (RS)-N-(2-chloro-4-cyano-benzyl)-2-(2-fluoro-4-methoxy-phenyl)-2-methoxy-acetamide. Light green solid. MS 361.1 ([M−H]−)

Sources & evidence

ORD record
ord-14303f6a4416476f9f75ea88e88ce94f
Source dataset
uspto-grants-2006_10
Patent number
US07129238B2

Reaction notes

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