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ChemicalBook CAS DataBase List 4,6-DICHLORO-2-METHYLPYRIMIDINE-5-CARBALDEHYDE
14160-91-9

4,6-DICHLORO-2-METHYLPYRIMIDINE-5-CARBALDEHYDE synthesis

3synthesis methods
-

Yield:14160-91-9 49.5%

Reaction Conditions:

with trichlorophosphate in N,N-dimethyl-formamide at 0 - 120; for 3 h;

Steps:

1.A Step A. 4,6-dichloro-2-methylpyrimidine-5-carbaldehyde.

A stirred mixture of DMF (6.2 mL, 39.26 mmol) was added POCI3 (100 g, 652 mmol) at 0 °C. After stirred at rt for 10 min. 2-methylpyrimidine-4,6-diol (10 g, 79.3 mmol) was added at 0 °C. After stirred at 120 °C for 3h, the cooled mixture was concentrated. The crude product was poured into cooled NaHCO3 (100 mL, aq) and extracted with EtOAc twice. The combined organic phase was washed with NaHCO3 (100 mL, aq), brine, dried over Na2SO4, filtered and concentrated. The crude product was purified by chromatography (silica gel, 0-20 %, EtOAc in PE) to give 4,6-dichloro-2-methylpyrimidine-5-carbaldehyde (7.5 g, 39 mmol, 49.5 %) as a white solid. LC-MS (ESI) m/z 190 (M+H)+.

References:

WO2022/187236,2022,A1 Location in patent:Paragraph 0209

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