On February 18, 2021, Abela, Alexander Russell; Anderson, Corey Don; Bookser, Brett C.; Busch, Brett B.; Clemens, Jeremy J.; Cleveland, Thomas; Coon, Timothy Richard; Frieman, Bryan; Ghirmai, Senait G.; Gulevich, Anton V.; Hadida Ruah, Sara Sabina; Ishihara, Yoshihiro; Khatuya, Haripada; McCartney, Jason; Miller, Mark Thomas; Paraselli, Prasuna; Pierre, Fabrice; Termin, Andreas; Swift, Sara E.; Uy, Johnny; Vogel, Carl V.; Zhou, Jinglan; Grootenhuis, Peter published a patent.SDS of cas: 215610-30-3 The title of the patent was Macrocycles as modulators of cystic fibrosis transmembrane conductance regulator and preparation. And the patent contained the following:
This disclosure provides compounds of formula I as modulators of Cystic Fibrosis Transmembrane Conductance Regulator (CFTR), pharmaceutical compositions containing at least one such modulator, methods of treatment of cystic fibrosis using such modulators and pharmaceutical compositions, and processes for making such modulators. Compound I, wherein ring A is a Ph, indole, 5-membered hetereoaryl ring, etc.; ring B is Ph, pyridinyl and pyrimidinyl ring; X is O, NH and N(C1-6 alkyl); each R1 is independently C1-6 alkyl, C1-6 alkoxyl,C1-6 haloalkyl; m is 0, 1, 2, 3 and 4; each R2 is independently halo, cyano, (un)substituted C1-6 alkyl; n is 0, 1 and 2; R0 is H, halo, cyano, etc.; each R3 is (un)substituted C1-6 alkyl and two R3 are joined to form C3-6 cycloaklyl ring; Z is a divalent linker (L)r wherein r is 1, 2, 3, 4, 5 and 6; each L is independently C(R8)(R9), O, NRb, etc.; each R8 and R9 is independently H, halo, C1-6 haloalkyl, etc.; and tautomers, deuterated derivatives and pharmaceutically acceptable salts thereof, are claimed. Compound II was prepared using a multi-step procedure (procedure given). Compound II was tested for CFTR modulatory activity giving an EC50 of <1μM. Compounds of the invention were tested for their CFTR modulatory activity (data given). The experimental process involved the reaction of 5-Methoxy-1H-pyrazole(cas: 215610-30-3).SDS of cas: 215610-30-3
The Article related to macrocycle preparation cftr modulator cystic fibrosis, Heterocyclic Compounds (More Than One Hetero Atom): Eight- and Higher-Membered Rings and other aspects.SDS of cas: 215610-30-3
Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics