1-Chloro-4-iodobenzene → C-(4-Chloro-phenyl)-C-(1-pyrrolidin-1-yl-cyclobutyl)-methylamine

Reaction equation

[N:1]1([C:6]2([C:10]#[N:11])[CH2:9][CH2:8][CH2:7]2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[Cl:12][C:13]1[CH:18]=[CH:17][C:16](I)=[CH:15][CH:14]=1>>[Cl:12][C:13]1[CH:18]=[CH:17][C:16]([CH:10]([NH2:11])[C:6]2([N:1]3[CH2:5][CH2:4][CH2:3][CH2:2]3)[CH2:7][CH2:8][CH2:9]2)=[CH:15][CH:14]=1

Participants

Reactant 2

HCID 125101-Chloro-4-iodobenzene

HCID 438027731-Pyrrolidin-1-yl-cyclobutanecarbonitrile2×

Product 1

HCID 59197928C-(4-Chloro-phenyl)-C-(1-pyrrolidin-1-yl-cyclobutyl)-methylamine

Procedure

The title compound, yellow oil, MS: m/e=265.2 [(M+H)+], was prepared in accordance with the general method of intermediate K from 1-pyrrolidin-1-yl-cyclobutanecarbonitrile (intermediate F) and 1-chloro-4-iodobenzene.

Sources & evidence

ORD record: ord-a9902d12065447f69ecd979567ceaa3a
Source dataset: uspto-grants-2011_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08063098B2

Reaction notes

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