4-(Aminomethyl)-3-chlorobenzonitrile → (RS)-N-(2-chloro-4-cyano-benzyl)-2-(2,6-difluoro-4-methoxy-phenyl)-2-methoxy-acetamide

HRID 1247342Notes

Reaction equation

HRID 1247342 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[CH:5]=[C:4]([F:10])[C:3]=1[CH:11]([O:15][CH3:16])[C:12]([OH:14])=O.[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:12](=[O:14])[CH:11]([C:3]1[C:4]([F:10])=[CH:5][C:6]([O:8][CH3:9])=[CH:7][C:2]=1[F:1])[O:15][CH3:16]

Participants

3

Reactant 2

HCID 40897884-(Aminomethyl)-3-chlorobenzonitrileHCID 69288907(RS)-(2,6-Difluoro-4-methoxy-phenyl)-methoxy-acetic acid

Product 1

HCID 21905691(RS)-N-(2-chloro-4-cyano-benzyl)-2-(2,6-difluoro-4-methoxy-phenyl)-2-methoxy-acetamide

Procedure

(RS)-(2,6-Difluoro-4-methoxy-phenyl)-methoxy-acetic acid, described in example 66.1 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-(2,6-difluoro-4-methoxy-phenyl)-2-methoxy-acetamide. Light yellow oil. MS 379.2 ([M−H]−)

Sources & evidence

ORD record
ord-291a0b548b584663bc50a013d43e4751
Source dataset
uspto-grants-2006_10
Patent number
US07129238B2

Reaction notes

Loading…