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

HRID 1247259Notes

Reaction equation

HRID 1247259 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([O:12][CH3:13])[C:9]([OH:11])=O)=[CH:4][CH:3]=1.[NH2:14][CH2:15][C:16]1[CH:23]=[CH:22][C:19]([C:20]#[N:21])=[CH:18][CH:17]=1>>[C:15]([C:16]1[CH:23]=[CH:22][C:19]([CH2:20][NH:21][C:9](=[O:11])[CH:8]([C:5]2[CH:4]=[CH:3][C:2]([OH:1])=[CH:7][CH:6]=2)[O:12][CH3:13])=[CH:18][CH:17]=1)#[N:14]

Participants

3

Reactant 2

HCID 826084-(Aminomethyl)benzonitrileHCID 189589752-(4-Hydroxyphenyl)-2-methoxyacetic acid

Product 1

HCID 21905457(RS)-N-(4-cyano-benzyl)-2-(4-hydroxy-phenyl)-2-methoxy-acetamide

Procedure

(RS)-(4-Hydroxy-phenyl)-methoxy-acetic acid was coupled with 4-aminomethyl benzonitrile according to general procedure B to give (RS)-N-(4-cyano-benzyl)-2-(4-hydroxy-phenyl)-2-methoxy-acetamide. Colorless foam. MS 295.2 ([M−H]−)

Sources & evidence

ORD record
ord-6e8d55ad75e646458fae5ede8c4e0991
Source dataset
uspto-grants-2006_10
Patent number
US07129238B2

Reaction notes

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