Pyridine → 2-Bromo-N-(5-chloro-2-pyridinyl)acetamide

HRID 2250444Notes

Reaction equation

HRID 2250444 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([NH2:8])=[N:6][CH:7]=1.N1C=CC=CC=1.[Br:15][CH2:16][C:17](Br)=[O:18]>C1(C)C=CC=CC=1>[Br:15][CH2:16][C:17]([NH:8][C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][N:6]=1)=[O:18]

Participants

5

Reactant 3

HCID 1049PyridineHCID 61147Bromoacetyl bromideHCID 661742-Amino-5-chloropyridine

Product 1

HCID 34211102-Bromo-N-(5-chloro-2-pyridinyl)acetamide

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

To a solution of 5 g 5-Chloro-pyridin-2-ylamine and 1.5 mL pyridine in 30 mL toluene, 8 g bromo-acetyl bromide dissolved in 10 mL toluene was added dropwise under ice cooling. After 2 h the precipitate was isolated by filtration and recrystallized from toluene to yield a white solid.

Workup

  1. additionwas added dropwise under ice cooling
  2. customAfter 2 h the precipitate was isolated by filtration
  3. customrecrystallized from toluene
  4. customto yield a white solid

Sources & evidence

ORD record
ord-f4a149f7071d4a3f88537da5a508d9f6
Source dataset
uspto-grants-2008_01
Patent number
US07317027B2

Reaction notes

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