Patent SG-11201407613R-A (SG)
Title: Process for making hydroxylated cyclopentylpyrimidine compounds
Inventor: LANE JONATHAN W
IPC: C07D403/04
Filed: 2013-05-17
Abstract: (12) INTERNATIONAL APPLICATION PUBLISHED UNDER THE PATENT COOPERATION TREATY (PCT) (19) World Intellectual Property Organization International Bureau (43) International Publication Date 21 November 2013 (21.11.2013) WIPOIPCT (10) International Publication Number WO 2013/173736 A1 (51) International Patent Classification: C07D 403/04 (2006.01) (21) International Application Number: (22) International Filing Date: (25) Filing Language: (26) Publication Language: PCT/US2013/041624 17 May 2013 (17.05.2013) English English (30) Priority Data: 61/648,421 61/785,281 17 May 2012 (17.05.2012) US 14 March 2013 (14.03.2013) US (71) Applicants: ARRAY BIOPHARMA INC. [US/US]; 3200 Walnut Street, Boulder, Colorado 80301 (US). GEN- ENTECH, INC. [US/US]; DNA Way, 1 South San Fran­ cisco, California 94080-4990 (US). (72) Inventors: LANE, Jonathan W.; c/o Array BioPharma Inc., 3200 Walnut Street, Boulder, Colorado 80301 (US). REMARCHUK, Travis; c/o Genentech, Inc., 1 DNA Way, South San Francisco, California 94080-4990 (US). SHAKY A, Sagar; c/o Array BioPharma Inc., 3200 Walnut Street, Boulder, Colorado 80301 (US). SPENCER, Keith L.; c/o Array BioPharma Inc., 3200 Walnut Street, Boulder, Colorado 80301 (US). STENGEL, Peter J.; c/o Array BioPharma Inc., 3200 Walnut Street, Boulder, Col­ orado 80301 (US). (74) Agents: MALEN, Peter L. et al.; Viksnins Harris & Padys PLLP, 7900 International Drive, Suite 670, Bloomington, Minnesota 55425 (US). (81) Designated States (unless otherwise indicated, for every kind of national protection available)'. AE, AG, AL, AM, AO, AT, AU, AZ, BA, BB, BG, BH, BN, BR, BW, BY, BZ, CA, CH, CL, CN, CO, CR, CU, CZ, DE, DK, DM, DO, DZ, EC, EE, EG, ES, FI, GB, GD, GE, GH, GM, GT, HN, HR, HU, ID, IL, IN, IS, JP, KE, KG, KM, KN, KP, KR, KZ, LA, LC, LK, LR, LS, LT, LU, LY, MA, MD, ME, MG, MK, MN, MW, MX, MY, MZ, NA, NG, NI, NO, NZ, OM, PA, PE, PG, PH, PL, PT, QA, RO, RS, RU, RW, SC, SD, SE, SG, SK, SL, SM, ST, SV, SY, TH, TJ, TM, TN, TR, TT, TZ, UA, UG, US, UZ, VC, VN, ZA, ZM, ZW. (84) Designated States (unless otherwise indicated, for every kind of regional protection available)'. ARIPO (BW, GH, GM, KE, LR, LS, MW, MZ, NA, RW, SD, SL, SZ, TZ, UG, ZM, ZW), Eurasian (AM, AZ, BY, KG, KZ, RU, TJ, TM), European (AL, AT, BE, BG, CH, CY, CZ, DE, DK, EE, ES, FI, FR, GB, GR, HR, HU, IE, IS, IT, LT, LU, LV, MC, MK, MT, NL, NO, PL, PT, RO, RS, SE, SI, SK, SM, TR), OAPI (BF, BJ, CF, CG, CI, CM, GA, GN, GQ, GW, ML, MR, NE, SN, TD, TG). Declarations under Rule 4.17: — of inventorship (Rule 4.17(iv)) Published: — with international search report (Art. 21(3)) V© m i> m i> i-H o CJ (54) Title: PROCESS FOR MAKING HYDROXYLATED CYCLOPENTYLPYRIMIDINE COMPOUNDS (57) Abstract: The invention provides new processes for making and purifying hydroxylated cyclopenta[d]pyrimidine compounds, which are useful for the treatment of diseases such as cancer as AKT protein kinase inhibitors, including the compound (S)-2-(4- chlorophenyl)-1 -(4-((5R,7R)-7-hydroxy-5-methyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)piperazin-1 -yl)-3- (isopropylamino)propan-1 -one.