IPR2020-00770
`U.S. Patent No. 9,604,901
`
`
`
`
`UNITED STATES PATENT AND TRADEMARK OFFICE
`
`
`
`
`BEFORE THE PATENT TRIAL AND APPEAL BOARD
`
`
`
`
`LIQUIDIA TECHNOLOGIES, INC.,
`Petitioner
`
`v.
`
`UNITED THERAPEUTICS CORPORATION,
`Patent Owner
`
`
`
`IPR2020-00770
`U.S. Patent No. 9,604,901
`
`
`
`PETITIONER’S UPDATED EXHIBIT LIST
`
`
`
`
`
`U.S. Patent No. 9,604,901
`
`
`
`
`UNITED STATES PATENT AND TRADEMARK OFFICE
`
`
`
`
`BEFORE THE PATENT TRIAL AND APPEAL BOARD
`
`
`
`
`LIQUIDIA TECHNOLOGIES, INC.,
`Petitioner
`
`v.
`
`UNITED THERAPEUTICS CORPORATION,
`Patent Owner
`
`
`
`IPR2020-00770
`U.S. Patent No. 9,604,901
`
`
`
`PETITIONER’S UPDATED EXHIBIT LIST
`
`
`
`
`
`
`IPR2020-00770
`U.S. Patent No. 9,604,901
`
`
`Exhibit
`Description of Document
`No.
`1001 U.S. Patent No. 9,604,901 to Batra, et al. (the “’901 patent”)
`1002 Declaration of Jeffrey D. Winkler, Ph.D. (“Winkler Decl.”)
`1003 Curriculum Vitae of Dr. Jeffrey D. Winkler
`1004 U.S. Patent No. 8,497,393 to Batra, et al. (the “’393 patent”)
`1005
`
`SteadyMed Ltd. v. United Therapeutics Corp., IPR2016-00006, Paper
`82 (PTAB March 31, 2017) (“IPR2016-00006”)
`
`1011
`
`1006
`Prosecution History of the ’901 patent
`1007 U.S. Patent No. 6,765,117 to Moriarty, et al. (the “’117 patent”)
`1008
`PCT Application No. WO 2005/007081 (“Phares”)
`1009 Moriarty, R.M., et al., “The Intramolecular Asymmetric Pauson-
`Khand Cyclization as a Novel and General Stereoselective Route to
`Benzindene Prostacyclins: Synthesis of UT-15 (Treprostinil),” J.
`Org. Chem. Vol. 69, No. 6, 1890-1902 (2004) (“Moriarty”)
`1010 Wiberg, K., Laboratory Technique in Organic Chemistry (1960), p.112
`(“Wiberg”)
`Schoffstall, A.M. et al., Microscale and Miniscale Organic Chemistry
`Laboratory Experiments, 2d ed. (2004) pp. 200-202 (“Schoffstall”)
`1012 Certified English translation of Japanese Patent App. No. 56- 122328A
`to Kawakami, et al. (“Kawakami”)
`1013 Ege, S., Organic Chemistry Second Edition, Ch. 14 Carboxylic Acids
`and Their Derivates I. Nucleophilic Substitution Reactions at the
`Carbonyl Group (1989) pp. 543-547 (“Ege”)
`1014 U.S. Patent No. 4,306,075 to Aristoff (the “’075 patent”)
`1015 Declaration of Sylvia Hall-Ellis, Ph.D.
`1016
`
`Prosecution History of the ’393 patent
`
`-1-
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`IPR2020-00770
`U.S. Patent No. 9,604,901
`
`
`Exhibit
`Description of Document
`No.
`1017 Reply Declaration of Jeffrey D. Winkler, Ph.D.
`1018 Deposition transcript of Rodolfo Pinal, dated February 10, 2021
`1019 Gao, K., “Synthesis of A-Galceramides, (-)-Treprostinil, and Design
`and Synthesis of Anti-Viral Agents,” Thesis submitted as partial
`fulfillment of the requirements for the degree of Doctor Of Philosophy
`in Chemistry in the Graduate College of the University of Illinois at
`Chicago, 2006
`
`1020
`
`Parks, B.W., et al., “Convenient Synthesis of 6,6-Bicyclic
`Malonamides: A New Class of Conformationally Preorganized Ligands
`for f-Block Ion Binding,” J. Org. Chem., 71:9622-27 (2006)
`1021 Hanessian, S., et al., “Structure-Based Organic Synthesis of a Tricyclic
`N-Malayamycin Analogue,” J. Org. Chem., 71:9807-17 (2006)
`
`1022
`
`Frost, J.M., et al., “Synthesis and Structure – Activity Relationships of
`3,8-Diazabicyclo[4.2.0]octane Ligands, Potent Nicotinic Acetylcholine
`Receptor Agonists,” J. Med. Chem., 49:7843-53 (2006)
`1023 Regan, J., et al., “Quinol-4-ones as Steroid A-Ring Mimetics in
`Nonsteroidal Dissociated Glucocorticoid Agonists,” J. Med. Chem.,
`49:7887-96 (2006)
`
`1024
`
`Paulekuhn, G.S., et al., “Trends in Active Pharmaceutical Ingredient
`Salt Selection based on Analysis of the Orange Book Database,” J. Med.
`Chem., 50:6665-72 (2007)
`1025 Mak, K.K.W., et al., “Mannich Reactions in Room Temperature Ionic
`Liquids (RTILs): An Advanced Undergraduate Project of Green
`Chemistry and Structural Elucidation,” J. Chem. Ed., 83(6):943-46
`(2006)
`
`1026
`
`Supplemental Materials to Mak, K.K.W., et al., “Mannich Reactions in
`Room Temperature
`Ionic Liquids
`(RTILs): An Advanced
`
`-2-
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`IPR2020-00770
`U.S. Patent No. 9,604,901
`
`
`Exhibit
`No.
`
`Description of Document
`Undergraduate Project of Green Chemistry and Structural Elucidation,”
`J. Chem. Ed., 83(6):943-46 (2006)
`1027 Baar, M.R., et al., “Enantiomeric Resolution of (±)-Mandelic Acid by
`(1R,2S)-(–)-Ephedrine,” J. Chem. Ed., 82(7):1040-42 (2005)
`
`1028
`
`Supplemental Materials for Baar, M.R., et al., “Enantiomeric
`Resolution of (±)-Mandelic Acid by (1R,2S)-(–)-Ephedrine,” J. Chem.
`Ed., 82(7):1040-42 (2005)
`1029 Brigandi, L.M., et al., “Synthesis and Analysis of Copper Hydroxy
`Double Salts,” J. Chem. Educ., 82(11):1662 (2005)
`
`1030
`
`Supplemental Material for Online Publication for Brigandi, L.M., et al.,
`“Synthesis and Analysis of Copper Hydroxy Double Salts,” J. Chem.
`Educ., 82(11):1662 (2005)
`1031 Hamilton, “Experiment #5: Resolution of (R,S)-1-Phenylethylamine via
`Diastereoisomer formation with (2R),(3R)-Tartaric Acid,” Laboratory
`Manual for Chemistry 202, Organic Chemistry Laboratory I at Mount
`Holyoke College (2006)
`1032 Yadav, J.S., et al., “A concise and stereoselective synthesis of both
`enantiomers of altholactone and isoaltholactone,” Tetrahedron Letters,
`44:5831-33 (2003)
`1033 Takadoi, M., et al., “Synthetic studies of himbacine, a potent antagonist
`of the muscarinic M2 subtype receptor 1. Stereoselective total synthesis
`and antagonistic activity of enantiomeric pairs of himbacine and
`(2’S,6’R)-diepihimbacine, 4-epihimbacine, and novel himbacine
`congeners,” Tetrahedron 58 (2002) 9903–23
`1034 Berge, S.M., et al., “Pharmaceutical Salts,” J. Pharm. Scis., 66(1):1-19
`(1977)
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`-3-
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`IPR2020-00770
`U.S. Patent No. 9,604,901
`
`
`Exhibit
`Description of Document
`No.
`1035 Excerpts from Loewenthal, H.J.E., et al., A Guide for the Perplexed
`Organic Experimentalist, Chapter 4: Running Small-scale Reactions in
`the Research Laboratory, pp. 87-119, 2d ed. (1990)
`1036 Heidelberger, M., An Advanced Laboratory Manual of Organize
`Chemistry (1928)
`
`1037
`Product Information for Remodulin (2006) (“Remodulin Label”)
`1038 Excerpt from Hawley’s Condensed Chemical Dictionary, 15th ed.
`(2007)
`1039 Refiled Declaration of Jeffrey D. Winkler, Ph.D. (Ex. 1002)
`1040
`
`Signature page to Ex. 1018 Deposition transcript of Rodolfo Pinal,
`dated February 10, 2021
`
`
`
`
`Dated: March 2, 2021
`
`COOLEY LLP
`ATTN: Patent Group
`1299 Pennsylvania Avenue NW
`Suite 700
`Washington, DC 20004
`Tel: (212) 479-6840
`Fax: (212) 479-6275
`
`
`
`
`
`
`By:
`
`
`
`
`Respectfully submitted,
`
`
`/Ivor R. Elrifi/
`Ivor R. Elrifi
`Reg. No. 39,529
`Counsel for Petitioner
`
`
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`-4-
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`IPR2020-00770
`U.S. Patent No. 9,604,901
`
`CERTIFICATE OF SERVICE
`
`
`
`I hereby certify, pursuant to 37 C.F.R. Section 42.6, that a complete copy of
`the attached PETITIONER’S UPDATED EXHIBIT LIST and related
`documents, are being served via electronic mail on the 2d day of March, 2021,
`upon Patent Owner by serving the Patent Owner’s counsel in this proceeding as
`follows:
`
`
`
`
`
`Stephen B. Maebius (smaebius@foley.com)
`George Quillin (gquillin@foley.com)
`Daniel R. Shelton (dshelton@foley.com)
`FOLEY & LARDNER LLP
`
`Douglas Carsten (dcarsten@wsgr.com)
`Richard Torczon (rtorczon@wsgr.com)
`WILSON, SONSINI, GOODRICH & ROSATI
`
`Shaun R. Snader (ssnader@unither.com)
`UNITED THERAPEUTICS CORP.
`
`
`
`DATED: March 2, 2021
`
`
`
`
`
`/Ivor R. Elrifi/
`Ivor R. Elrifi
`Reg. No. 39,529
`
`COOLEY LLP
`1299 Pennsylvania Ave. NW,
`Suite 700
`Washington, D.C. 20004
`Tel: (212) 479-6840
`Fax: (212) 479-6275
`
`
`
`
`
`-5-
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`
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