4-(Aminomethyl)benzonitrile → HCID 21905252, compound

HRID 1247398Notes

Reaction equation

HRID 1247398 reaction equation
[Br:1][C:2]1[CH:9]=[C:8]([F:10])[C:5](C=O)=[C:4]([F:11])[CH:3]=1.[NH2:12][CH2:13][C:14]1[CH:21]=[CH:20][C:17]([C:18]#[N:19])=[CH:16][CH:15]=1.C(O)C.[O:25]1[CH2:30][CH2:29][O:28][CH2:27][CH2:26]1>>[Br:1][C:2]1[CH:9]=[C:8]([F:10])[C:5]([CH:29]([O:28][CH2:27][CH3:26])[C:30]([NH:19][CH2:18][C:17]2[CH:20]=[CH:21][C:14]([C:13]#[N:12])=[CH:15][CH:16]=2)=[O:25])=[C:4]([F:11])[CH:3]=1

Participants

4

Reactant 3

HCID 826084-(Aminomethyl)benzonitrileHCID 27732904-Bromo-2,6-difluorobenzaldehydeHCID 22560076Dioxan ethanol

Product 1

HCID 21905252HCID 21905252, compound

Procedure

The crude 4-bromo-2,6-difluorobenzaldehyde described in example 69.1 was reacted according to general procedure A using ethanol/dioxane as a solvent. The product of this reaction was subsequently coupled with 4-aminomethyl benzonitrile according to general procedure B to give (RS)-2-(4-bromo-2,6-difluoro-phenyl)-N-(4-cyano-benzyl)-2-ethoxy-acetamide. Yellow oil.

Workup

  1. customwas reacted

Sources & evidence

ORD record
ord-a9e4a03c0d894496b8f0e510e721441e
Source dataset
uspto-grants-2006_10
Patent number
US07129238B2

Reaction notes

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