111111
`
`1111111111111111111111111111111111111111111111111111111111111
`US009284342B2
`
`c12) United States Patent
`Ross et al.
`
`(10) Patent No.:
`(45) Date of Patent:
`
`US 9,284,342 B2
`*Mar. 15, 2016
`
`(54) NUCLEOSIDE PHOSPHORAMIDATES
`
`(56)
`
`References Cited
`
`(71) Applicant: GILEAD PHARMASSET LLC, Foster
`City, CA (US)
`
`(72)
`
`Inventors: Bruce S. Ross, El Granada, CA (US);
`Michael Joseph Sofia, Doylestown, PA
`(US); Ganapati Reddy Pamulapati,
`San Ramon, CA (US); Suguna
`Rachakonda, Twinsburg, OH (US);
`Hai-Ren Zhang, San Jose, CA (US);
`Byoung-Kwon Chun, Robbinsville, NJ
`(US); Peiyuan Wang, Totowa, NJ (US)
`
`(73) Assignee: Gilead Pharmasset LLC, Foster City,
`CA (US)
`
`( *) Notice:
`
`Subject to any disclaimer, the term of this
`patent is extended or adjusted under 35
`U.S.C. 154(b) by 116 days.
`
`This patent is subject to a terminal dis(cid:173)
`claimer.
`
`(21) Appl. No.: 13/925,078
`
`(22) Filed:
`
`Jun.24,2013
`
`(65)
`
`Prior Publication Data
`
`US 2013/0288997 Al
`
`Oct. 31, 2013
`
`U.S. PATENT DOCUMENTS
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`(Continued)
`
`Related U.S. Application Data
`
`FOREIGN PATENT DOCUMENTS
`
`(63) Continuation of application No. 13/076,552, filed on
`Mar. 31, 2011, now Pat. No. 8,618,076, which is a
`continuation-in-part of application No. 12/783,680,
`filed on May 20, 2010, now Pat. No. 8,642,756.
`
`AU
`CA
`
`5/2015
`2010249481
`10/2008
`2 682 230 A1
`(Continued)
`
`OTHER PUBLICATIONS
`
`(60) Provisional application No. 61/319,513, filed on Mar.
`31, 2010, provisional application No. 61/319,548,
`filed on Mar. 31, 2010, provisional application No.
`61/179,923, filed on May 20, 2009, provisional
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`
`(51)
`
`(2006.01)
`(2006.01)
`(2006.01)
`(2006.01)
`(2006.01)
`(2006.01)
`
`Int. Cl.
`C07H 19110
`A61K 3117072
`C07H 19106
`C07H 23100
`A61K 45106
`C07F 9124
`(52) U.S. Cl.
`CPC ............ C07H 19110 (2013.01); A61K 3117072
`(2013.01); A61K 45106 (2013.01); C07F
`912479 (2013.01); C07H 19106 (2013.01);
`C07H 23100 (2013.01)
`(58) Field of Classification Search
`None
`See application file for complete search history.
`
`Search and Examination Report in African Regional Intellectual
`Property Organization Application No. AP/P/2012/006543 dated
`Jan. 9, 2015.
`
`(Continued)
`
`Primary Examiner- Eric Olson
`(7 4) Attorney, Agent, or Firm - Sheppard Mullin Richter &
`HamptonLLP
`
`(57)
`
`ABSTRACT
`
`Disclosed herein are nucleoside phosphoramidates and their
`use as agents for treating viral diseases. These compounds are
`inhibitors of RNA-dependent RNA viral replication and are
`useful as inhibitors of HCV NS5B polymerase, as inhibitors
`ofHCV replication and for treatment of hepatitis C infection
`in mammals.
`
`9 Claims, 24 Drawing Sheets
`
`IPR2018-00126
`
`Page 1 of 82
`
`I-MAK 1001
`
`

`

`US 9,284,342 B2
`Page 2
`
`(56)
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`IPR2018-00126
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`I-MAK 1001
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`

`

`US 9,284,342 B2
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