Furfuryl Alcohol → HCID 22594075, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-chloro-4-[5-(3-fluoro-5-morpholinobenzamido)-2-methylanilino]pyrimidine (0.18 g), approximately one equivalent of 2-furylmethanol (0.043 g) and potassium tert-butoxide (1M in tert-butanol, 0.88 ml) was stirred and heated to 100° C. for 2 hours. The mixture was partitioned between methylene chloride and water and the organic phase was washed with brine, dried over sodium sulphate and evaporated. The residue was purified by column chromatography on silica using increasingly polar mixtures of methylene chloride and methanol as eluent followed by increasingly polar mixtures of methylene chloride and methanol containing 1% aqueous ammonium hydroxide solution. There was thus obtained the title compound as a solid (0.17 g); NMR Spectrum: (DMSOd6) 2.17 (s, 3H), 3.2 (m, 4H), 3.73 (m, 4H), 5.01 (s, 2H), 6.29 (d, 1H), 6.42 (m, 2H), 6.97 (m, 1H), 7.1 (m, 1H), 7.24 (m, 2H), 7.49 (d, 1H), 7.63 (s, 1H), 7.87 (s, 1H), 8.03 (d, 1H), 9.03 (s, 1H), 10.14 (s, 1H); Mass Spectrum: M+H+ 504.

Provenance & Evidence