4-chloro-6-(1-methylethyl)pyrimidine synthesis

Yield:954222-10-7 25%

Reaction Conditions:

with iron(III)-acetylacetonate in tetrahydrofuran;1-methyl-pyrrolidin-2-one at 0; for 2 h;

Steps:

48.1 Step 1: Example 48b

To a mixture of Example 48a (1.5 g, 10 mmol) in NMP ( 5 mL ) were added Tetrahydrofuran (1185) (50 mL), and Fe(acac)₃ (353 mg, 1.0 mmol). The solution was cooled to 0°C and i-PrMgCl (10 mL, 2N) was added slowly at 0°C. The solution was stirred at 0°C for 2 h, which was then extracted with EtOAc (50 mL*3), washed with brine, dried over Na₂S0₄, and filtered. The filtrate was concentrated, and the residue was purified by column chromatography (silica gel, Petroleum Ether/EtOAc = 1/0 ~ 20/1) to give Example 48b (400 mg, yield 25%) as yellow oil. LCMS [M+l]⁺ = 156.9

References:

WO2019/240938,2019,A1 Location in patent:Paragraph 00447