N-Iodosuccinimide → 5-Iodo-4-(trifluoromethyl)pyridin-2-amine

HRID 1916170Notes

Reaction equation

HRID 1916170 reaction equation
[F:1][C:2]([F:11])([F:10])[C:3]1[CH:8]=[CH:7][N:6]=[C:5]([NH2:9])[CH:4]=1.C1C(=O)N([I:19])C(=O)C1>>[F:11][C:2]([F:1])([F:10])[C:3]1[C:8]([I:19])=[CH:7][N:6]=[C:5]([NH2:9])[CH:4]=1

Participants

3

Reactant 2

HCID 120273N-IodosuccinimideHCID 27783152-Amino-4-(trifluoromethyl)pyridine

Product 1

HCID 580730545-Iodo-4-(trifluoromethyl)pyridin-2-amine

Procedure

The title compound is synthesized according to general procedure GP1 starting from 20.0 g (123 mmol) 4-trifluoromethyl-pyridin-2-ylamine and 27.8 g (123 mmol) NIS. Yield after precipitation from the reaction mixture and isolation of additional product from the mother liquid by chromatography in slilca gel: 20.3 g (57%).

Workup

  1. customYield
  2. customafter precipitation from the reaction mixture and isolation of additional product from the mother liquid by chromatography in slilca gel

Sources & evidence

ORD record
ord-184faae274954aabaa73d3cfaa2a1eff
Source dataset
uspto-grants-2013_12
Patent number
US08618111B2

Reaction notes

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