1-(Pyrrolidin-1-yl)cyclopropanecarbonitrile → C-Phenyl-C-(1-pyrrolidin-1-yl-cyclopropyl)-methylamine

Reaction equation

[N:1]1([C:6]2([C:9]#[N:10])[CH2:8][CH2:7]2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[C:11]1([Li])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>>[C:11]1([CH:9]([NH2:10])[C:6]2([N:1]3[CH2:5][CH2:4][CH2:3][CH2:2]3)[CH2:8][CH2:7]2)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

Reactant 2

HCID 223251461-(Pyrrolidin-1-yl)cyclopropanecarbonitrile2×

HCID 178506676HCID 178506676, compound

Product 1

HCID 59197912C-Phenyl-C-(1-pyrrolidin-1-yl-cyclopropyl)-methylamine

Procedure

The title compound, light yellow liquid, MS: m/e=200.3 [(M−NH2)+], was prepared in accordance with the general method of intermediate B from 1-pyrrolidin-1-yl-cyclopropanecarbonitrile (intermediate C) and phenyllithium.

Sources & evidence

ORD record: ord-e610d16e5554472bb970b63052229ec5
Source dataset: uspto-grants-2011_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08063098B2

Reaction notes

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