US2020095230A1PendingUtilityA1
Synthetic route to anti-viral agents
Est. expiryJul 18, 2034(~8 yrs left)· nominal 20-yr term from priority
Inventors:Russell D. CinkKirill A. LukinMarvin R. LeannaMatthew J. PelcTimothy B. TowneDennie S. WelchKenneth M. EngstromMatthew M. RavnRichard D. BishopGang ZhaoJianzhang MeiJeff M. KallemeynDavid R. HillMichael J. AbrahamsonWestin H. Morrill
C07C 67/08C07C 2601/08C07D 405/06C07C 43/196C07C 269/04C07D 405/14C07D 241/44C07D 403/12C07C 68/02C07C 211/35C07D 487/04C07C 41/26C07C 271/34C07C 269/06C07C 69/74C12P 41/005C12P 1/00
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Claims
Abstract
The invention provides methods of synthesizing a viral protease inhibitor in high yield, without using expensive catalysts or challenging reaction conditions.
Claims
exact text as granted — not AI-modified1 - 18 . (canceled)
19 . A method, comprising the reaction shown in Scheme B:
wherein the reaction takes place in a solvent, thereby forming a product mixture comprising
20 . The method of claim 19 , wherein the solvent comprises toluene, dichloromethane, THF, acetone, heptane, hexane, methyl tert-butyl ether, ethyl acetate, dioxane, DMF, DMA, acetonitrile, or DMSO, or a mixture thereof.
21 . The method of claim 20 , wherein the solvent comprises toluene, acetonitrile, or dichloromethane or a mixture thereof.
22 . The method of claim 19 , wherein the reaction of scheme B takes place at a temperature from about −20° C. to about 10° C.
23 . The method of claim 22 , wherein the temperature is about −20° C., about −15° C., about −10° C., about −5° C., about 0° C., about 5° C., or about 10° C.
24 . The method of claim 22 , wherein the temperature is about −10° C. to about 10° C.
25 . The method of claim 22 , wherein the temperature is about 0° C.
26 . The method of claim 19 , further comprising:
isolating
from the product mixture, thereby obtaining substantially pure
27 . The method of claim 19 , further comprising the reaction shown in Scheme A:
wherein the reaction takes place in a second solvent, thereby forming a second product mixture comprising
28 . The method of claim 26 , further comprising the reaction shown in Scheme A:
wherein the reaction takes place in a third solvent, thereby forming a third product mixture comprisingCited by (0)
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