On November 20, 2008, Ohlmeyer, Michael J.; Bohnstedt, Adolph C.; Kingsbury, Celia; Ho, Koc-Kan; Quintero, Jorge Gabriel; You, Ming; Park, Haengsoon; Lu, Yingchun published a patent.Synthetic Route of 138801-92-0 The title of the patent was Preparation of purinones and imidazopyridinones as JAK3 kinase inhibitors useful as immunosuppressants. And the patent contained the following:
Title compounds e.g. [I; Q = CX1, N; X1 = H, cyano, halo, haloalkyl haloalkoxy; R4 = (substituted) aryl], were prepared Thus, (R)-4-(2,4-dimethoxybenzylamino)-3-[4-(6-fluorochroman-4-ylamino)-5-nitropyrimidin-2-ylamino]benzonitrile was stirred with Na2S2O4 and NaHCO3 in THF/H2O/MeOH to give (R)-4-(2,4-dimethoxybenzylamino)-3-[4-(6-fluorochroman-4-ylamino)-5-aminopyrimidin-2-ylamino]benzonitrile. The latter was microwaved with p-TsOH and (MeO)3CH in MeOH at 150° for 5 min. to give 3-[9-((R)-6-fluorochroman-4-yl)-9H-purin-2-yl]-3H-benzo[d]imidazole-5-carbonitrile. The latter and other title compounds showed JAK3 inhibitory activity with IC50 <100 nM. The experimental process involved the reaction of 4-Oxochroman-6-carbonitrile(cas: 138801-92-0).Synthetic Route of 138801-92-0
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Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts