4-(Aminomethyl)benzonitrile → (R)-N-(4-cyano-benzyl)-2-methoxy-2-phenyl-acetamide

HRID 1247236Notes

Reaction equation

HRID 1247236 reaction equation
[CH3:1][O:2][C@H:3]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[C:4]([OH:6])=O.[NH2:13][CH2:14][C:15]1[CH:22]=[CH:21][C:18]([C:19]#[N:20])=[CH:17][CH:16]=1>>[C:14]([C:15]1[CH:22]=[CH:21][C:18]([CH2:19][NH:20][C:4](=[O:6])[C@H:3]([O:2][CH3:1])[C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[CH:17][CH:16]=1)#[N:13]

Participants

3

Reactant 2

HCID 826084-(Aminomethyl)benzonitrileHCID 2724294(R)-(-)-alpha-methoxyphenylacetic acid

Product 1

HCID 69289951(R)-N-(4-cyano-benzyl)-2-methoxy-2-phenyl-acetamide

Procedure

(R)-(+)-Methoxyphenylacetic acid was coupled with 4-aminomethyl benzonitrile (CAS No: 10406-25-4) according to general procedure C to give (R)-N-(4-cyano-benzyl)-2-methoxy-2-phenyl-acetamide as an off-white solid. MS 281.1 ([M+H]+)

Sources & evidence

ORD record
ord-7e34cf804a6047e4b11752793dcab563
Source dataset
uspto-grants-2006_10
Patent number
US07129238B2

Reaction notes

Loading…