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ChemicalBook CAS DataBase List 5-Bromo-2-chloro-4-methylpyrimidine
633328-95-7

5-Bromo-2-chloro-4-methylpyrimidine synthesis

2synthesis methods
-

Yield: 60%

Reaction Conditions:

with iron(III)-acetylacetonate in tetrahydrofuran;diethyl ether at 0; for 25 h;

Steps:

16.1 Step I: 5-bromo-2-chloro-4-methyl-pyrimidine
A mixture of 5-Bromo 2,4-dichloropyrimidine (0.4 g) and lron(lll)acetylacetonate (0.062 g) in Tetrahydrofuran (10 mL) was cooled to 0 °C. Methyl magnessium bromide (3 M solution in Diethylether) (0.76 mL) was added dropwise and the mixture stirred for 2 h. Saturated Aminonium Chloride solution was added and the mixture extracted with Ethyl acetate (2 X 20 mL). The organic extracts were dried over anhydrous Sodium sulphate and evaporated under reduced pressure to get a residue which was purified by Silica gel flash column chromatography eluting with a gradient of Ethyl acetate and n-heptane to afford the desired product (0.220 g, 60 %) as a white solid. I H NMR (300 MHz, CDCI3) 6 8.52 (5, 1 H), 2.57 (5, 3H).

References:

BASF SE;SAMBASIVAN, Sunderraman;NARINE, Arun;CHAUDHURI, Rupsha;VALLINAYAGAM, Ramakrishnan;VYAS, Devendra;ADISECHAN, Ashokkumar;DATTA, Gopal Krishna WO2018/108671, 2018, A1 Location in patent:Page/Page column 169; 170

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