Ammonia methanol → 5-Bromo-3-methylpyridine-2-carboxamide

HRID 925466Notes

Reaction equation

HRID 925466 reaction equation
C([O:3][C:4]([C:6]1[C:11]([CH3:12])=[CH:10][C:9]([Br:13])=[CH:8][N:7]=1)=O)C.[NH3:14].CO>>[Br:13][C:9]1[CH:10]=[C:11]([CH3:12])[C:6]([C:4]([NH2:14])=[O:3])=[N:7][CH:8]=1

Participants

3

Reactant 2

HCID 21705897Ammonia methanolHCID 53418426Ethyl 5-bromo-3-methylpicolinate

Product 1

HCID 685225135-Bromo-3-methylpyridine-2-carboxamide

Procedure

5-Bromo-3-methyl-pyridine-2-carboxylic acid ethyl ester (2.44 g, 10 mmol) was dissolved in NH3/MeOH (50 ml) and heated to reflux for 3 days. The reaction mixture was concentrated to give the desired product as a pink solid (2.05 g, 9.6 mmol).

Workup

  1. temperatureheated
  2. temperatureto reflux for 3 days
  3. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-ec17b29b8ff54250b0977df129b33a17
Source dataset
uspto-grants-2016_03
Patent number
US09284284B2

Reaction notes

Loading…