Isopropylamine → 2-Chloro-N-(propan-2-yl)pyrimidin-4-amine

HRID 548953Notes

Reaction equation

HRID 548953 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[CH:5]=[CH:4][N:3]=1.[CH:9]([NH2:12])([CH3:11])[CH3:10].C(N(CC)CC)C>C(#N)C>[Cl:1][C:2]1[N:7]=[C:6]([NH:12][CH:9]([CH3:11])[CH3:10])[CH:5]=[CH:4][N:3]=1

Participants

5

Reactant 3

HCID 6363IsopropylamineHCID 8471TriethylamineHCID 775312,4-Dichloropyrimidine

Product 1

HCID 202849702-Chloro-N-(propan-2-yl)pyrimidin-4-amine

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

In analogy to compound 1.1, a solution of 0.347 g (2.33 mmol) of 2,4-dichloro-pyrimidine in 15 ml of acetonitrile is reacted with 0.22 ml (2.52 mmol) of isopropylamine in the presence of 0.39 ml (2.83 mmol) of triethylamine. Purification by chromatography (silica gel, ethyl acetate/hexane with ethyl acetate 0-100%) results in 0.26 g (65% of theory) of the product.

Workup

  1. customPurification by chromatography (silica gel, ethyl acetate/hexane with ethyl acetate 0-100%)
  2. customresults in 0.26 g (65% of theory) of the product

Sources & evidence

ORD record
ord-195e515122f344739517d1768bca294f
Source dataset
uspto-grants-2011_05
Patent number
US07943629B2

Reaction notes

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