4-(Aminomethyl)benzonitrile → HCID 21905486, compound

HRID 1247294Notes

Reaction equation

[O:1]1[CH2:6][CH2:5][N:4]([C:7]2[CH:14]=[CH:13][CH:12]=[CH:11][C:8]=2C=O)[CH2:3][CH2:2]1.[NH2:15][CH2:16][C:17]1[CH:24]=[CH:23][C:20]([C:21]#[N:22])=[CH:19][CH:18]=1.CO.[O:27]1[CH2:32][CH2:31][O:30][CH2:29]C1>>[C:21]([C:20]1[CH:23]=[CH:24][C:17]([CH2:16][NH:15][C:32](=[O:27])[CH:31]([O:30][CH3:29])[C:8]2[CH:11]=[CH:12][CH:13]=[CH:14][C:7]=2[N:4]2[CH2:3][CH2:2][O:1][CH2:6][CH2:5]2)=[CH:18][CH:19]=1)#[N:22]

Participants

Reactant 3

HCID 826084-(Aminomethyl)benzonitrile

HCID 27370102-Morpholinobenzaldehyde

HCID 21966525Dioxane Methanol

Product 1

HCID 21905486HCID 21905486, compound

Procedure

Morpholinobenzaldehyde 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-methoxy-2-(2-morpholin-4-yl-phenyl)-acetamide. Orange oil.

Sources & evidence

ORD record: ord-f0256e39b2e441fc8b9516827537cadc
Source dataset: uspto-grants-2006_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07129238B2

Reaction notes

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