(4,6-dichloropyrimidin-5-yl)[1-methyl-5-(4-methylphenyl)-1H-pyrazol-4-yl]methanol → (4,6-dichloropyrimidin-5-yl)[1-(4-ethylphenyl)-1H-imidazol-5-yl]methanol

Participants

Reaction Steps

1-(4-Ethylphenyl)-1H-imidazole-5-carbaldehyde (C19) 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. The crude product, a yellow solid, was washed with a 1:1 mixture of heptane and ethyl acetate to afford the product. Yield: 473 mg, 1.35 mmol, 74%. LCMS m/z 348.9 (M+1). 1H NMR (500 MHz, CDCl3) δ 1.29 (t, J=7.6 Hz, 3H), 2.73 (q, J=7.6 Hz, 2H), 6.27 (br s, 1H), 7.14-7.15 (m, 1H), 7.28-7.33 (m, 4H), 7.69 (d, J=0.7 Hz, 1H), 8.68 (s, 1H).

Provenance & Evidence