US 11,987,542 B2
Co-crystal of sorafenib derivatives and process for preparation thereof
Bruce D. Hammock, Davis, CA (US); Sung Hee Hwang, Davis, CA (US); Karen M. Wagner, Davis, CA (US); and Cynthia B. McReynolds, Davis, CA (US)
Assigned to EicOsis, LLC, Davis, CA (US)
Appl. No. 17/258,013
Filed by EicOsis, LLC, Davis, CA (US)
PCT Filed Jul. 3, 2019, PCT No. PCT/US2019/040583
§ 371(c)(1), (2) Date Jan. 5, 2021,
PCT Pub. No. WO2020/010244, PCT Pub. Date Jan. 9, 2020.
Claims priority of provisional application 62/694,635, filed on Jul. 6, 2018.
Prior Publication US 2021/0179549 A1, Jun. 17, 2021
Int. Cl. C07C 275/26 (2006.01); A61K 9/00 (2006.01); A61K 9/08 (2006.01); A61K 9/20 (2006.01); A61K 9/28 (2006.01); A61K 31/198 (2006.01)
CPC C07C 275/26 (2013.01) [A61K 9/0019 (2013.01); A61K 9/0053 (2013.01); A61K 9/08 (2013.01); A61K 9/2072 (2013.01); A61K 31/198 (2013.01); C07B 2200/13 (2013.01); C07C 2601/14 (2017.05); C07C 2601/16 (2017.05)] 17 Claims
OG exemplary drawing
 
1. A co-crystal compound having Formula (II):

OG Complex Work Unit Chemistry
or a stereoisomer thereof,
wherein:
A is CH or N;
n is an integer selected from 0-5;
R1 is selected from the group consisting of H, halogen, hydroxyl, N3, NH2, NO2, CF3, OCF3, C1-10alkyl, substituted C1-10alkyl, C1-10alkoxy, substituted C1-10alkoxy, acyl, acylamino, acyloxy, acyl C1-10alkyloxy, amino, substituted amino, aminoacyl, aminocarbonyl, C1-10alkyl, aminocarbonylamino, aminodicarbonylamino, aminocarbonyloxy, and aminosulfonyl;
X is an integer selected from 3-20;
the amino acid is selected from the group consisting of glycine, L-proline, L-asparagine, L-aspartic acid, L-glutamine, L-glutamic acid, L-lysine, L-arginine, L-histidine, L-serine, L-threonine, L-cysteine, L-methionine, L-phenylalanine, L-tyrosine, L-tryptophan, L-alanine, L-valine, L-leucine, L-isoleucine, D-asparagine, D-aspartic acid, D-glutamine, D-glutamic acid, D-histidine, D-arginine, D-cysteine, D-serine, D-threonine, D-lysine, D-methionine, D-phenylalanine, D-alanine, D-valine, D-leucine, D-isoleucine and D-proline, D-tyrosine, D-tryptophan, and their derivatives with protecting groups.