4-(Aminomethyl)benzonitrile → HCID 21905177, compound

HRID 1247295Notes

Reaction equation

HRID 1247295 reaction equation
[CH3:1][N:2]([CH3:15])[CH2:3][CH2:4][CH2:5][O:6][C:7]1[CH:14]=[CH:13][C:10](C=O)=[CH:9][CH:8]=1.[NH2:16][CH2:17][C:18]1[CH:25]=[CH:24][C:21]([C:22]#[N:23])=[CH:20][CH:19]=1.CO.[O:28]1[CH2:33][CH2:32][O:31][CH2:30]C1>>[C:22]([C:21]1[CH:24]=[CH:25][C:18]([CH2:17][NH:16][C:33](=[O:28])[CH:32]([C:10]2[CH:13]=[CH:14][C:7]([O:6][CH2:5][CH2:4][CH2:3][N:2]([CH3:1])[CH3:15])=[CH:8][CH:9]=2)[O:31][CH3:30])=[CH:19][CH:20]=1)#[N:23]

Participants

4

Reactant 3

HCID 826084-(Aminomethyl)benzonitrileHCID 5469324-[3-(Dimethylamino)propoxy]benzaldehydeHCID 21966525Dioxane Methanol

Product 1

HCID 21905177HCID 21905177, compound

Procedure

4-[3-(Dimethylamino)propoxy]benzaldehyde was reacted according to general procedure A using methanol/dioxane as a solvent. The product of this reaction was subsequently coupled with 4-aminomethyl benzonitrile according to general procedure B to give (RS)-N-(4-cyano-benzyl)-2-[4-(3-dimethylamino-propoxy)-phenyl]-2-methoxy-acetamide. Colorless solid. MS 382.3 ([M+H]+)

Sources & evidence

ORD record
ord-3bbbe8f04f8645729d4663e0f39137cb
Source dataset
uspto-grants-2006_10
Patent number
US07129238B2

Reaction notes

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