Intermediates useful in the synthesis of compounds as modulators of protein kinases

Patent metadata

Field	Value
Publication number	US-11020399-B2
Application number	US-201916359419-A
Country	US
Kind code	B2
Filing date	Mar 20, 2019
Priority date	May 4, 2011
Publication date	Jun 1, 2021
Grant date	Jun 1, 2021

Abstract

The present invention provides compounds of formula (10), formula (12), formula (14) and formula (15)

wherein R, R 1 , R 2 , Cy 1 and X are as described herein.

First claim

We claim:

1. A compound of formula (10), formula (12), formula (14), or formula (15):

wherein:
Cy 1 is substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocyclyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl;
X is halogen;
R is halogen, —CN, —NO 2 , —C(O)R x , —C(O)NR x R y , —C(O)ONR x R y , —C(O)OR x , —C(S)R x , —NR x R y , —NR x C(O)R y , —NR x C(O)NR x R y , —NR x C(O)OR y , —NR x C(S)R y , —NR x C(S)NR x R y , —NR x S(O)R x , —NR x S(O) 2 R y , —S(O)NR x R y , —S(O) 2 NR x R y , —ONO 2 , —OR x , —OR x C(O)NR x R y , —OR x C(O)OR x , —OC(O)NR x R y , —OC(O)R x , —SR x , —S(O)R x , —S(O) 2 R x , —R x C(O)NR x R y , —R x C(O)OR y , —R x C(O)R y , —R x NR y C(O)R z , —R x OC(O)R y , —R x OR y , substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkylalkyl, substituted or unsubstituted cycloalkenylalkyl, substituted or unsubstituted heterocyclylalkyl, substituted or unsubstituted arylalkyl, substituted or unsubstituted heteroarylalkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, substituted or unsubstituted alkoxy, substituted or unsubstituted cycloalkyl, substituted or unsubstituted cycloalkenyl, substituted or unsubstituted heterocyclyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl;
R 1 is hydrogen, halogen, or substituted or unsubstituted C 1-6 alkyl;
R 2 is hydrogen, halogen, or substituted or unsubstituted C 1-6 alkyl; and
each occurrence of R x , R y , and R z is independently hydrogen; or
each occurrence of R x , R y , and R z is independently substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkylalkyl, substituted or unsubstituted cycloalkenylalkyl, substituted or unsubstituted heterocyclylalkyl, substituted or unsubstituted arylalkyl, substituted or unsubstituted heteroarylalkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, substituted or unsubstituted amino, substituted or unsubstituted alkoxy, substituted or unsubstituted cycloalkyl, substituted or unsubstituted cycloalkenyl, substituted or unsubstituted heterocyclyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl;
wherein the term “substituted” refers to substitution by one or more substituents independently selected from the group consisting of halogen, cyano, alkyl, alkylheterocyclyl, alkylaryl, —C(O)NH 2 , —C(O)NH(alkyl), —C(O)N(alkyl) 2 , —C(O)O(alkyl), —NH 2 , —NH(alkyl), —N(alkyl) 2 , —NHC(O)(alkyl), hydroxy, alkoxy, fluorinated alkoxy, —O-heterocyclyl, —S(alkyl), —S(O) 2 NH 2 , —S(O) 2 NH(alkyl), —S(O) 2 N(alkyl) 2 , —S(O) 2 NH(cycloalkyl), —S(O) 2 N(cycloalkyl) 2 , heterocyclyl, and heteroaryl.

2. The compound of claim 1 , wherein the compound is selected from the group consisting of:

Assignees

• Rhizen Pharmaceuticals Sa

Inventors

• Nagarathnam Dhanapalan
• Vakkalanka Swaroop K
• Muthuppalaniappan Meyyappan
• Viswanadha Srikant
• Babu Govindarajulu
• Bhavar Prashant K

Classifications

• C07D311/36

  not hydrogenated in the hetero ring, e.g. isoflavones · CPC title

• C07D473/34 Primary

  attached in position 6, e.g. adenine · CPC title

• C07D311/22 Primary

  with oxygen or sulfur atoms directly attached in position 4 · CPC title

• A61K31/519 Primary

  ortho- or peri-condensed with heterocyclic rings · CPC title

• C07D473/18

  one oxygen and one nitrogen atom, e.g. guanine · CPC title