Product
Supplier
Encyclopedia
Inquiry
Home > Encyclopedia > 2,4-Dichloro-6-methyl-5-pyrimidinecarboxylic acid methyl ester

2,4-Dichloro-6-methyl-5-pyrimidinecarboxylic acid methyl ester

2,4-Dichloro-6-methyl-5-pyrimidinecarboxylic acid methyl ester structure

2,4-Dichloro-6-methyl-5-pyrimidinecarboxylic acid methyl ester 

structure
  • CAS No:

    36745-93-4

  • Formula:

    C7H6Cl2N2O2

  • Chemical Name:

    2,4-Dichloro-6-methyl-5-pyrimidinecarboxylic acid methyl ester

  • Synonyms:

    (S)-methyl 2-(morpholin-3-yl)acetate HCL;methyl 2,4-dichloro-6-methylpyrimidine-5-carboxylatemethyl 2,4-dichloro-6-methylpyrimidine-5-carboxylate;2,4-Dichloro-6-methyl-5-pyrimidinecarboxylic acid methyl ester;Methyl 2,4-dichloro-6-methylpyrimidine-5-carboxylate;(3-BROMOPHENYL)(3-PYRIDINYL)METHANONE

  • Categories:

    Pharmaceutical Intermediates  >  Heterocyclic Compound

2,4-Dichloro-6-methyl-5-pyrimidinecarboxylic acid methyl ester Basic Attributes

221.04074

219.980637

DTXSID50727038

2933599090

Characteristics

52.1

2.4

1.435

292℃

131℃

1.547

2,4-Dichloro-6-methyl-5-pyrimidinecarboxylic acid methyl ester Use and Manufacturing

Preparation 1Methyl 2, 4-dichloro-6-methylpyrimidine-5-carboxylate To a suspension of methyl 6-methyl-2, 4-dioxo-1, 2, 3, 4-tetrahydropyrimidine-5-carboxylate (1 g, 5.43 mmol) in POClSynthesis of compound 1.5. A solution of 1.4 (12.1 g, 0.06576 mol, 1.00 equiv) in phosphorusoxychloride (120ml) was heated at 110 °C for 2 hrs. After completion, reaction mixture was concentrated under reduced pressure and residue was quenched in ice. The crude product was extracted twice with ethyl acetate. The organic layers were dried over sodium sulfate and concentrated under reduced pressure to afford crude material which was purified by flash column chromatography This resulted in pure compound 1.5 (10.2g, 70.20percent>). MS (ES): m/z 222.8 [M+H]c) 4-Methyl-2, 6-dioxo-3H-pyrimidine-5-carboxylic acid methyl ester (0.64 g, 3.48 mmol) is dissolved in phosphoryl chloride (6.5 ml) and to it is added tributylamine (1.75 ml). The resulting mixture is heated at 95 °C for 3 h. Excess phosphoryl chloride is distilled of and ice-water is added to the reaction mixture and extracted with EtOAc (3 x 30 ml). The combined organic layers are washed with water (30 ml), brine (30ml), evaporated to dryness to get the crude product, which is purified by column chromatography (silica gel, 5percent /hexane) affording 2, 4-dichloro-6-methyl-pyrimidine-5-carboxylic acid methyl ester (0.45 g, 2.04 mmol, 59percent).

Computed Properties

Molecular Weight:221.04
XLogP3:2.4
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:219.9806328
Monoisotopic Mass:219.9806328
Topological Polar Surface Area:52.1
Heavy Atom Count:13
Complexity:203
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Recommended Suppliers of 2,4-Dichloro-6-methyl-5-pyrimidinecarboxylic acid methyl ester

Scan the QR Code to Share

Feedback & Suggestions
Send Message

Thank you for your feedback. If you require further assistance, please contact us by email at info@echemi.com or call us at +86-532-55729510.