Hydrochloric Acid → HCID 57463078, compound

Participants

Reaction Steps

(R)-3-{4-[6-(3-carbamoyl-phenyl)-imidazo[2,1-b]thiazol-5-yl]-pyrimidin-2-ylamino}-piperidine-1-carboxylic acid tert-butyl ester (0.15 g, 0.289 mmol) was dissolved in 3 mL of ethyl acetate and treated with 3 ml of 3.0 M HCl in ethyl acetate at room temperature (RT) overnight. Solid product was filtered, washed ethyl acetate and dried under vacuum overnight to provide 0.130 g (97%) of the title compound as a yellow solid. M.p.=202-205° C. 400 MHz 1H NMR (DMSO-d6 at 60° C.) δ: 9.35 (br. s, 1H), 9.20-8.25 (bs, 3H), 8.12-8.09 (m, 2H), 7.98-7.968.0 (m, 1H), 7.74-7.72 (m, 1H), 7.57-7.52 (m, 2H), 7.25 (bs, 1H), 6.40 (d, J=6.0 Hz, 1H), 4.31 (br. s, 1H), 3.40 (d, J=9.2 Hz, 1H), 3.16-3.13 (m, 1H), 2.94-2.90 (m, 2H), 2.03-1.97 (m, 1H), 1.96-1.89 (m, 1H), 1.89-1.80 (bs, 1 H), 1.66-1.60 (m, 1H); LCMS: 459 [M+H]. calc. for C21H21N7OS.3.14(HCl).0.25(EtOAc) C, 47.52; H, 4.74; N, 17.63. Found C, 47.57; H, 4.44; N, 17.52; LCMS: 420 [M+H].

Provenance & Evidence