Solid forms of 2-(tert-butylamino)-4-((1r,3r,4r)-3-hydroxy-4-methylcyclohexylamino)-pyrimidine-5-carboxamide, compositions thereof and methods of their use

• Main Authors: Beauchamps, Marie Georges, Zhou, Nanfei, Xu, Jean, Ferretti, Antonio Christian, Zou, Daozhong, Huang, Lianfeng, Muslehiddinoglu, Jale, Li, Ying, Yong, Kelvin Hin-Yeong, Kothare, Mohit Atul, Nagy, Mark A, Man, Hon-Wah, Boersen, Nathan Andrew, Hilgraf, Robert
• Format: Patent
• Language: English
• Published: 24.02.2023
• Subjects: HUMAN NECESSITIES; HYGIENE; MEDICAL OR VETERINARY SCIENCE; PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES

Provided herein are formulations, processes, solid forms and methods of use relating to 2-(tert-butylamino)-4-((1R,3R,4R)-3- hydroxy-4-methy1cydohexylamino)-pyrimidine-5-carboxamide (Compound I). Also provided herein is a method of preparing a compound of formula (iv) by contacting a compound of formula (iii) with R1NH2 in the presence of a base or Lewis acid. In another aspect, provided herein are methods for preparing certain compounds, including Compound I as described herein, as well as intermediates useful in such methods. In certain aspects, the solid forms of Compound I are useful for inhibiting a kinase in a cell expressing said kinase, for example JNK1 or JNK2. In another aspect, the solid forms of Compound I are useful for treating or preventing one or more disorders selected from interstitial pulmonary fibrosis, systemic sclerosis, scleroderma, chronic allograft nephropathy, antibody mediated rejection, or lupus.