1-(Dimethylamino)cyclobutanecarbonitrile → [1-(Amino-phenyl-methyl)-cyclobutyl]-dimethyl-amine

Reaction equation

[CH3:1][N:2]([CH3:9])[C:3]1([C:7]#[N:8])[CH2:6][CH2:5][CH2:4]1.[C:10]1([Li])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>>[NH2:8][CH:7]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:3]1([N:2]([CH3:9])[CH3:1])[CH2:6][CH2:5][CH2:4]1

Participants

Reactant 2

HCID 107491771-(Dimethylamino)cyclobutanecarbonitrile2×

HCID 178506676HCID 178506676, compound

Product 1

HCID 59197931[1-(Amino-phenyl-methyl)-cyclobutyl]-dimethyl-amine

Procedure

The title compound, yellow liquid, MS: m/e=205.2 [(M+H)+], was prepared in accordance with the general method of intermediate B from 1-dimethylamino-cyclobutanecarbonitrile (intermediate Q) and phenyllithium.

Sources & evidence

ORD record: ord-470cf559cfb54bdc893ecfce98c12053
Source dataset: uspto-grants-2011_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08063098B2

Reaction notes

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