US 12,410,146 B2
Processes and intermediates for preparing MCL1 inhibitors
Katrien Brak, Belmont, CA (US); Kae M. Bullock, San Carlos, CA (US); Greg Cizio, San Mateo, CA (US); Kathy Dao, San Mateo, CA (US); Darryl D. Dixon, San Mateo, CA (US); Joshua R. Dunetz, Burlingame, CA (US); Luke D. Humphreys, Shropshire (GB); Valerie Huynh, Santa Clara, CA (US); Michael A. Ischay, San Mateo, CA (US); Trevor C. Johnson, San Mateo, CA (US); Jeffrey E. Merit, San Mateo, CA (US); Christopher S. Regens, San Francisco, CA (US); Eric A. Standley, Foster City, CA (US); Dietrich P. Steinhuebel, Cambridge, MA (US); Justin Y. Su, Foster City, CA (US); Tao Wu, Edmonton (CA); and Marshall D. Young, San Mateo, CA (US)
Assigned to Gilead Sciences, Inc., Foster City, CA (US)
Filed by Gilead Sciences, Inc., Foster City, CA (US)
Filed on Aug. 1, 2023, as Appl. No. 18/363,585.
Application 18/363,585 is a continuation of application No. 17/701,404, filed on Mar. 22, 2022, granted, now 11,760,736.
Application 17/701,404 is a continuation of application No. 17/100,107, filed on Nov. 20, 2020, granted, now 11,325,891, issued on May 10, 2022.
Claims priority of provisional application 62/940,387, filed on Nov. 26, 2019.
Prior Publication US 2024/0109851 A1, Apr. 4, 2024
Int. Cl. C07C 311/13 (2006.01); C07D 267/16 (2006.01); C07D 317/30 (2006.01); C07D 319/06 (2006.01); C07D 413/12 (2006.01); C07D 513/04 (2006.01)
CPC C07D 267/16 (2013.01) [C07C 311/13 (2013.01); C07D 317/30 (2013.01); C07D 319/06 (2013.01); C07D 413/12 (2013.01); C07D 513/04 (2013.01)] 4 Claims
 
1. A method comprising preparing a compound of formula 13-D or a salt thereof

OG Complex Work Unit Chemistry
by reacting a compound of formula 13-C:

OG Complex Work Unit Chemistry
with a corresponding compound of formula 6-L

OG Complex Work Unit Chemistry
or a salt thereof, to provide the compound of formula 13-D or the salt thereof, wherein RP is selected from —C(═O)—C1-6alkyl, —C(═O)-phenyl, —C(═O)—O—C1-6alkyl, —C(═O)—O—C1-6alkyl-phenyl, and —C(═O)—O—phenyl;
wherein R2 is H, R3 is methyl, Ry is H, and R6 is Cl, and
wherein Rn is independently C1-6alkyl, or the two Rn moieties collectively form a C2-4alkyl bridge, wherein said bridge is optionally substituted by one to four C1-3alkyl and phenyl.