Triethylamine → 5-bromo-2-chloro-N-cyclopropylpyrimidin-4-amine

HRID 548950Notes

Reaction equation

HRID 548950 reaction equation
[Br:1][C:2]1[C:3](Cl)=[N:4][C:5]([Cl:8])=[N:6][CH:7]=1.[CH:10]1([NH2:13])[CH2:12][CH2:11]1.C(N(CC)CC)C>C(#N)C>[Br:1][C:2]1[C:3]([NH:13][CH:10]2[CH2:12][CH2:11]2)=[N:4][C:5]([Cl:8])=[N:6][CH:7]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 69828CyclopropylamineHCID 2899735-Bromo-2,4-dichloropyrimidine

Product 1

HCID 584599345-bromo-2-chloro-N-cyclopropylpyrimidin-4-amine

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

In analogy to compound 1.1, a solution of 1.0 g (4.39 mmol) of 5-bromo-2,4-dichloro-pyrimidine in 15 ml of acetonitrile is reacted with 0.27 g (4.74 mmol) of cyclopropylamine in the presence of 0.74 ml (5.3 mmol) of triethylamine. Purification by chromatography (silica gel, ethyl acetate/hexane with ethyl acetate 0-100%) results in 0.76 g (70% of theory) of the product.

Workup

  1. customPurification by chromatography (silica gel, ethyl acetate/hexane with ethyl acetate 0-100%)
  2. customresults in 0.76 g (70% of theory) of the product

Sources & evidence

ORD record
ord-c6947fc32e584b219d530c30dbe95642
Source dataset
uspto-grants-2011_05
Patent number
US07943629B2

Reaction notes

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