Isopropylamine → (5-Bromo-2-chloropyrimidin-4-yl)isopropylamine

HRID 548946Notes

Reaction equation

HRID 548946 reaction equation
C(N(CC)CC)C.[NH2:8][CH:9]([CH3:11])[CH3:10].[Br:12][C:13]1[C:14](Cl)=[N:15][C:16]([Cl:19])=[N:17][CH:18]=1>C(#N)C>[Br:12][C:13]1[C:14]([NH:8][CH:9]([CH3:11])[CH3:10])=[N:15][C:16]([Cl:19])=[N:17][CH:18]=1

Participants

5

Reactant 3

HCID 6363IsopropylamineHCID 8471TriethylamineHCID 2899735-Bromo-2,4-dichloropyrimidine

Product 1

HCID 24903516(5-Bromo-2-chloropyrimidin-4-yl)isopropylamineYield 76%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

3.3 ml (23.8 mmol) of triethylamine and 2.0 ml (23.3 mmol) of 2-aminopropane are added to a solution of 4.87 g (21.4 mmol) of 5-bromo-2,4-dichloropyrimidine in 23 ml of acetonitrile at 0° C. The reaction mixture is stirred at room temperature overnight and then the solvent is stripped off. The resulting residue is purified by chromatography (dichloromethane/ethanol 8:2). 4.09 g (16.4 mmol; yield: 76%) of the product are obtained.

Workup

  1. customThe resulting residue is purified by chromatography (dichloromethane/ethanol 8:2)
  2. custom4.09 g (16.4 mmol; yield: 76%) of the product are obtained

Sources & evidence

ORD record
ord-65ee196bf1644ee4b554d829bb6c3568
Source dataset
uspto-grants-2011_05
Patent number
US07943629B2

Reaction notes

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