Hydrochloric Acid → HCID 178428295, compound

Participants

Reaction Steps

A solution of trans-butyl 4-(1-(5-(3-(4-cyclopropylpyrimidin-2-ylamino)-5-methylphenyl)pyridin-2-yl)-1-hydroxyethyl)cyclohexanecarboxylate (61.0 mg, 0.095 mmol) and NaOH (1 M, 0.480 ml, 0.480 mmol) in MeOH (1 mL) was heated to 80° C. for 1 hour. The reaction mixture was cooled to room temperature, acidified with aqueous 1N HCl and diluted with 9:1 CHCl3:IPA. The mixture was then diluted with water and extracted with 9:1 CHCl3:IPA (3×). The combined organic layers were dried over sodium sulfate, filtered and concentrated under reduced pressure to afford trans-4-(1-(5-(3-(4-cyclopropylpyrimidin-2-ylamino)-5-methylphenyl)pyridin-2-yl)-1-hydroxyethyl)cyclohexanecarboxylic acid. MS ESI calc'd for C28H33N4O3 [M+H]+ 473. found 473. 1H NMR (500 MHz, DMSO-d6) δ 9.57 (s, 1H), 8.75 (s, 1H), 8.49 (br s, 1H), 8.27 (d, J=5.0 Hz, 1H), 8.00 (br s, 1H), 7.97 (s, 1H), 7.66 (s, 1H), 7.19 (s, 1H), 6.82 (d, J=5.0 Hz, 1H), 5.74 (s, 1H), 2.35 (s, 3H), 2.04-1.73 (m, 5H), 1.56 (s, 3H), 1.30-1.22 (m, 5H), 1.05-1.01 (m, 5H).

Provenance & Evidence