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Home > Encyclopedia > 2 , 4-BIS(BENZYLOXY)-5-BROMOPYRIMIDINE

2 , 4-BIS(BENZYLOXY)-5-BROMOPYRIMIDINE

2 , 4-BIS(BENZYLOXY)-5-BROMOPYRIMIDINE structure

2 , 4-BIS(BENZYLOXY)-5-BROMOPYRIMIDINE 

structure
  • CAS No:

    41244-53-5

  • Formula:

    C18H15BrN2O2

  • Chemical Name:

    2 , 4-BIS(BENZYLOXY)-5-BROMOPYRIMIDINE

  • Synonyms:

    2,4-bis(benzyloxy)-5-bromopyrimidine;5-Bromo-2,4-di(benzyloxy)pyrimidine;MLS002694473;Pyrimidine, 5-bromo-2,4-bis(phenylmethoxy)-;NSC82264;5-bromo-2,4-bis(phenylmethoxy)pyrimidine;NCIOpen2_008965;SCHEMBL2496116;CHEMBL1733818;CTK4I4507

  • Categories:

    Pharmaceutical Intermediates  >  Heterocyclic Compound

2 , 4-BIS(BENZYLOXY)-5-BROMOPYRIMIDINE Basic Attributes

371.233

370.031677

82264

DTXSID90292396

2933599090

Characteristics

44.2

4.5

1.4±0.1 g/cm3

517.4°C at 760 mmHg

266.7±32.9 °C

1.625

2 , 4-BIS(BENZYLOXY)-5-BROMOPYRIMIDINE Use and Manufacturing

The 6.7ml (65mmol) of benzyl alcohol was dissolved in 70ml of dry toluene, under nitrogen for 50 protection reaction with 2.9gNaH (60mmol) until gas generation, and the resulting suspension was cooled to room temperature, added dropwise slowly under stirring into 5 - bromo-2, 4-dichloropyrimidine 4.5g (20mmol), was added dropwise to ensure that the process temperature does not exceed 25 .The reaction was continued for 12 hours at room temperature, the precipitated sodium chloride is removed by filtration, the solvent was evaporated to give 5-bromo-2, 4-pyrimidine group Bian 3.44g (93percent).Preparation 20: 2, 4-bis(benzyloxy)-5-bromopyrimidine (Prep20); To a suspension of sodium hydride(31.25 g, 0.8 mol) in toluene (1500ml) benzyl alcohol was added dropwise (57.5 g, 0.53 mol) in ice-bath, and the mixture was stirred at OIn two Schlenk flask of 5-bromo-2, 4-pyrimidine group Bian 2.91g (10mmol) were dissolved in 50ml of anhydrous tetrahydrofuran and added dropwise 4.5ml each n-butyl nitrogen at -78 butyllithium hexane solution (2.5M, 1.12 equiv.) 4.5ml, -78 deg.] C and kept stirring was continued for 1 hour.Tributyl tin chloride were added 3.36ml (12mmol) were dissolved in 10ml of anhydrous tetrahydrofuran and elemental iodine (2.99g, 12mmol), and gradually warmed to room temperature for 12 hours.Spin dry solvent, respectively, to give 5 tributylstannanyl group pyrimidine-2, 4-Bian and Bian 5-iodo-2, 4-pyrimidine group.N-hexane / ethyl acetate = 20: 1 as a developing solvent separated organic tin derivative, separated by column chromatography, the final product was 2, 4-5- tributyltin Bian pyrimidine 2.89 g, 45% isolated yield .N-hexane / ethyl acetate = 12: 1 as a developing solvent separation column, to give the product 5-iodo-2, 4-pyrimidine group Bian 3.55 g, 85% isolated yield.

Computed Properties

Molecular Weight:371.2
XLogP3:4.5
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:6
Exact Mass:370.03169
Monoisotopic Mass:370.03169
Topological Polar Surface Area:44.2
Heavy Atom Count:23
Complexity:333
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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