2-[(6-Chloropyridin-3-yl)methyl]-1H-isoindole-1,3(2H)-dione → (6-Bromopyridin-3-yl)methanamine

Reaction equation

[Br:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][N:9]2C(=O)C3=CC=CC=C3C2=O)=[CH:4][CH:3]=1.ClC1N=CC(CN2C(=O)C3=CC=CC=C3C2=O)=CC=1>>[Br:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][NH2:9])=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 143247132-[(6-Chloropyridin-3-yl)methyl]-1H-isoindole-1,3(2H)-dione

HCID 224505102-[(6-Bromo-3-pyridinyl)methyl]-1H-isoindole-1,3(2H)-dione

Product 1

HCID 22450529(6-Bromopyridin-3-yl)methanamine

Procedure

The reaction procedure of Reference Example 3 was repeated except that N-(6-bromo-3-pyridylmethyl)phthalimide was used in lieu of N-(6-chloro-3-pyridylmethyl)phthalimide, to give the title compound as pale yellow crystals.

Workup

customThe reaction procedure of Reference Example 3

Sources & evidence

ORD record: ord-094ca71fdfd04b0bb98d14edf6725452
Source dataset: uspto-grants-1993_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05214152

Reaction notes

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