- INHIBITORS OF PI3K-DELTA AND METHODS OF THEIR USE AND MANUFACTURE
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The invention is directed to Compounds of Formula I: and pharmaceutically acceptable salts or solvates thereof, as well as methods of making and using the compounds.
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Page/Page column 125-126
(2012/04/04)
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- Synthesis of 3-methoxy-quinoxalin-2-ones from methyl trimethoxyacetate and phenylenediamines
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Treatment of phenylenediamines with methyl trimethoxyacetate led to the formation of 3-methoxy-quinoxalin-2-ones with the assistance of lanthanide-based Lewis acids.
- Venable, Jennifer D.,Kindrachuk, David E.,Peterson, Matthew L.,Edwards, James P.
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scheme or table
p. 337 - 339
(2010/03/04)
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- OZONOLYSIS OF THE TETRAMETHOXYETHENE
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Ozonolysis of tetramethoxyethene 1 produces 20 40 percent of dimethyl carbonate3, 35-60 percent of methyl trimethoxyacetate 7, and 20-35 percent of the dioxetane 8 of 1.Yields vary with initial concentration of 1, temperature, and solvent.Singlet oxygen is produced, which reacts with 1 to from 8 and can be trapped with 2,5-dimethylfuran.No evidence for the formation of the molozonide of 1 was obtained.Up to 2.5 moles of 1 are consumed per mole of ozone.Ozonolysis of a mixture of 1 and 2,3-dimethyl-2-butene 12 gave the epoxide of 12 and three times the expected amount of the allylic hydroperoxide of 12.A competing radical chain oxidation is proposed to account for these products and the stoichiometry of the ozonolysis.The initialreaction in the ozonolysis of 1 is proposed to be en electron transfer reaction that is calculated to be exothermic by >35 kcal/mol.The resulting radical ions initiate the radical chain oxidation and combine to form the oxygenated epoxide 9 of 1.Loss of singlet oxygen from 9 forms the epoxide 10, which rearranges to 7.At -95 deg C the zwitterion from 10 is trapped by CD3OD to produce a mixture of 7 with one α OCD3 group and pentamethoxyethanol with one β OCD3 group from which a CH3OD group is lost at ca. -10 deg C to form more deuterated ester.
- Kopecky, Karl R.,Molina, Jose,Rico, Rodrigo
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p. 2234 - 2243
(2007/10/02)
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- Preparation and Reaction of Trimethoxyacetamide and Trimethoxyacetamide Derivates
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Trimethoxyacetamide (2a) can be prepared from either trimethoxyacetonitrile (3) or from methyltrimethoxyacetate (1a).Similarly triethoxyacetamide can be obtained from 1b and ammonia.The synthesis of pure 1a is described.Hydrazine hydrate reacts with 1a to form trimethoxyacetohydrazide (6).The compounds 2a and 6 are formylated by tert-butoxy-N,N,N',N'-tetramethylmethanediamine ("aminal ester") at the NH2 group to furnish the formamidine 8 and the formamidrazone 9, respectively. 8 has also been prepared by reaction of N,N-dimethylformamide dimethylacetal with 2a.Reaction of 8 with phenylhydrazine affords the tetrazine 11.CH-acidic compounds such as malonodinitrile and ethyl cyanoacetate are formylated by 8 at the CH2 groups to yield the enamines 12a,b .
- Kantlehner, Willi,Kapassakalidis, Joannis J.,Maier, Thomas
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p. 1448 - 1454
(2007/10/02)
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