Methylamine → 5-bromo-N-methylpyrimidine-2-carboxamide

HRID 889205

Reaction equation

HRID 889205 reaction equation
CO[C:3]([C:5]1[N:10]=[CH:9][C:8]([Br:11])=[CH:7][N:6]=1)=[O:4].[CH3:12][NH2:13]>C1COCC1.C(O)C>[Br:11][C:8]1[CH:7]=[N:6][C:5]([C:3]([NH:13][CH3:12])=[O:4])=[N:10][CH:9]=1

Participants

5

Reactant 2

HCID 6329MethylamineHCID 45790831Methyl 5-bromopyrimidine-2-carboxylate

Product 1

HCID 667599265-bromo-N-methylpyrimidine-2-carboxamide

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 5-bromopyrimidine-2-carboxylic acid methyl ester (5.0 g, 23.0 mmol) in THF (10 mL) was added 8 N solution of methyl amine in ethanol (11.5 mL). The reaction mixture was heated 20 min in a microwave oven, cooled down to room temperature and concentrated under pressure to give 5 g of 5-bromo-N-methylpyrimidine-2-carboxamide as a solid LCMS: 216, 218 (M+1).

Workup

  1. temperatureThe reaction mixture was heated 20 min in a microwave oven
  2. concentrationconcentrated under pressure

Sources & evidence

ORD record
ord-b99a6a2d4fbe41318e0cca3fe6f2fac2
Source dataset
uspto-grants-2012_08
Patent number
US08252793B2

Linked notes

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