4-(Aminomethyl)benzonitrile → HCID 21905638, compound

HRID 1247281Notes

Reaction equation

HRID 1247281 reaction equation
[Br:1][C:2]1[CH:9]=[CH:8][C:5](C=O)=[C:4]([F:10])[CH:3]=1.[NH2:11][CH2:12][C:13]1[CH:20]=[CH:19][C:16]([C:17]#[N:18])=[CH:15][CH:14]=1.C(O)C.[O:24]1[CH2:29][CH2:28][O:27][CH2:26][CH2:25]1>>[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH:28]([O:27][CH2:26][CH3:25])[C:29]([NH:18][CH2:17][C:16]2[CH:19]=[CH:20][C:13]([C:12]#[N:11])=[CH:14][CH:15]=2)=[O:24])=[C:4]([F:10])[CH:3]=1

Participants

4

Reactant 3

HCID 826084-(Aminomethyl)benzonitrileHCID 1435174-Bromo-2-fluorobenzaldehydeHCID 22560076Dioxan ethanol

Product 1

HCID 21905638HCID 21905638, compound

Procedure

4-Bromo-2-fluorobenzaldehyde 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-fluoro-phenyl)-N-(4-cyano-benzyl)-2-ethoxy-acetamide. Light yellow oil. MS 391.1 ([M+H]+)

Sources & evidence

ORD record
ord-e07819f6c2194aa5a0db2b5e4df01938
Source dataset
uspto-grants-2006_10
Patent number
US07129238B2

Reaction notes

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