5-bromo-1-methyl-1H-pyrazole-4-carbaldehyde → (5-bromo-1-methyl-1H-pyrazol-4-yl)(4,6-dichloropyrimidin-5-yl)methanol

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Reaction Steps

5-Bromo-1-methyl-1H-pyrazole-4-carbaldehyde (C24) was converted to the product using a procedure analogous to that described for the synthesis of (4,6-dichloropyrimidin-5-yl)[1-methyl-5-(4-methylphenyl)-1H-pyrazol-4-yl]methanol (C4) in Example 1, step 4. In this case the product was purified not by recrystallization, but using silica gel chromatography (Eluent: 10:1 heptane/ethyl acetate, then 2:1 heptane/ethyl acetate). Yield: 1.26 g, 3.73 mmol, 70%. LCMS m/z 339.1 (M+1). 1H NMR (400 MHz, CDCl3) δ 2.4-3.0 (v br s, 1H), 3.88 (s, 3H), 6.36 (s, 1H), 7.56 (s, 1H), 8.74 (s, 1H).

Provenance & Evidence