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

HRID 1247341Notes

Reaction equation

HRID 1247341 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][CH2:16][CH3:17])[C:12]([OH:14])=O.[NH2:18][CH2:19][C:20]1[CH:27]=[CH:26][C:23]([C:24]#[N:25])=[CH:22][C:21]=1[Cl:28]>>[Cl:28][C:21]1[CH:22]=[C:23]([C:24]#[N:25])[CH:26]=[CH:27][C:20]=1[CH2:19][NH:18][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][CH2:16][CH3:17]

Participants

3

Reactant 2

HCID 40897884-(Aminomethyl)-3-chlorobenzonitrileHCID 21905754(RS)-(2,6-Difluoro-4-methoxy-phenyl)-ethoxy-acetic acid

Product 1

HCID 21905488(RS)-N-(2-chloro-4-cyano-benzyl)-2-(2,6-difluoro-4-methoxy-phenyl)-2-ethoxy-acetamide

Procedure

(RS)-(2,6-Difluoro-4-methoxy-phenyl)-ethoxy-acetic acid 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-ethoxy-acetamide. Colorless oil. MS 395.0 ([M+H]+)

Sources & evidence

ORD record
ord-900b769329394c4f8fc1a4bf56a2a211
Source dataset
uspto-grants-2006_10
Patent number
US07129238B2

Reaction notes

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