On November 12, 2009, Blomgren, Peter A.; Brittelli, David R.; Currie, Kevin S.; Lee, Seung H.; Kropf, Jeffrey E.; Mitchell, Scott A.; Schmitt, Aaron C.; Wang, Xiaojing; Xu, Jianjun; Zhao, Zhongdong; Zhichkin, Pavel E. published a patent.Synthetic Route of 87486-34-8 The title of the patent was Preparation of methano- or ethanobenzo[b]thiophene-2-carboxamides and related analogous as BTK inhibitors. And the patent contained the following:
Title compounds I [R1 = methanobenzo[b]thiophene, ethanobenzo[b]thiophene, methanonaphthalene, etc.; R2 = H or CH3; Z = (un)substituted phenylene or pyridylidene; W = pyrrolo[2,3-b]pyridinyl, imidazo[4,5-b]pyridinyl, Isothiazolo[5,4-b]pyridinyl, etc.; D = NHR7; R7 = (un)substituted aryl or heteroaryl], and their pharmaceutically acceptable salts, solvates, chelates, noncovalent complexes, prodrugs, and mixtures, are prepared and disclosed as BTK inhibitors. Pharmaceutical compositions comprising at least one compound of I, together with at least one pharmaceutically acceptable vehicle chosen from carriers, adjuvants, and excipients. are described. Methods of treating patients suffering from certain diseases responsive to inhibition of BTK activity and/ or B-cell activity are described. E.g., II was prepared by amidation of 4,5,6,7-tetrahydro-4,7-methanobenzo[b]thiophene-2-carboxylic acid (preparation given) with 5-(3-amino-2-methylphenyl)-3-[[4-(1,4-dimethyl-3-oxopiperazin-2-yl)phenyl]amino]-1-methylpyrazin-2(1H)-one (preparation given). Certain compounds of the invention exhibited both biochem. and cell-based activity in BTK kinase assay with IC50 value of ≤ 5 nM. The experimental process involved the reaction of 3,5-Dibromo-1-methylpyrazin-2(1H)-one(cas: 87486-34-8).Synthetic Route of 87486-34-8
The Article related to methanobenzothiophene carboxamide preparation btk inhibitor, Heterocyclic Compounds (One Hetero Atom): Thiophenes and other aspects.Synthetic Route of 87486-34-8