Dimethylamine, hydrochloride → 5-Bromo-N,N-dimethylpyrimidin-2-amine

HRID 1051479Notes

Reaction equation

HRID 1051479 reaction equation
[Br:1][C:2]1[CH:3]=[N:4][C:5](Cl)=[N:6][CH:7]=1.Cl.[CH3:10][NH:11][CH3:12].C([O-])([O-])=O.[K+].[K+]>CCO>[Br:1][C:2]1[CH:3]=[N:4][C:5]([N:11]([CH3:12])[CH3:10])=[N:6][CH:7]=1

Participants

5

Reactant 3

HCID 10473Dimethylamine, hydrochlorideHCID 11430Potassium CarbonateHCID 6066655-Bromo-2-chloropyrimidine

Product 1

HCID 127353155-Bromo-N,N-dimethylpyrimidin-2-amine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of 5-bromo-2-chloropyrimidine (1 g, 5.18 mmol), dimethylamine hydrochloride (1.26 g, 15.6 mmol) and K2CO3 (2.16 g, 15.6 mmol) in EtOH (15 mL) was heated to 120° C. for 16 h. After cooling, the solvent was evaporated off and the residue was used for next step without further purification. LCMS (m/z): 202.1/203.1 [M+H]+/[M+2H]+

Workup

  1. temperatureAfter cooling
  2. customthe solvent was evaporated off
  3. customthe residue was used for next step without further purification

Sources & evidence

ORD record
ord-de26a70f2a604fa0ba241206bdb44ab4
Source dataset
uspto-grants-2016_07
Patent number
US09388173B2

Reaction notes

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