Pyridine → N-[2-(5-bromo-pyridin-2-yl)-ethyl]-acetamide

HRID 76158Notes

Reaction equation

HRID 76158 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][CH2:9][NH2:10])=[N:6][CH:7]=1.N1C=CC=CC=1.[C:17](OC(=O)C)(=[O:19])[CH3:18].C([O-])(O)=O.[Na+]>C(Cl)Cl>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][CH2:9][NH:10][C:17](=[O:19])[CH3:18])=[N:6][CH:7]=1

Participants

6

Reactant 4

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 516892Sodium BicarbonateHCID 534036872-(5-Bromopyridin-2-yl)ethan-1-amine

Product 1

HCID 66611273N-[2-(5-bromo-pyridin-2-yl)-ethyl]-acetamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 200 mg (1.00 mmol) 2-(5-bromopyridin-2-yl)ethanamine, 86.6 μL (1.09 mmol) pyridine and 2 mL DCM is charged with 103 μL (1.09 mmol) acetic anhydride and stirred at r.t. over night. The mixture is treated with saturated aq. NaHCO3 solution and extracted with DCM. The organic layer is dried with Na2SO4 and the solvent is evaporated in vacuo.

Workup

  1. extractionextracted with DCM
  2. dry with materialThe organic layer is dried with Na2SO4
  3. customthe solvent is evaporated in vacuo

Sources & evidence

ORD record
ord-e8601ea0d2484d9cad20b61ed85036cf
Source dataset
uspto-grants-2014_09
Patent number
US08835472B2

Reaction notes

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