US Government As Represented by the Secretary of the Army

Ash Stevens, Inc.

Anica Markovac

Maurice P LaMontagne

Arthur B Ash

Maurice P La Montagne

A process for the preparation of 2-fluoro-9- (2,3,5-tri-O-benzyl-beta-D-arabinofuranosyl)adenine (I) is described. The process involves reacting a protected 2-fluoro adenine with a protected chlorosugar under controlled conditions of temperature (80-85.degree. C.) to produce (I), rather than using a process involving fluorinating a 2-substituted nucleoside precursor of (I).

2-fluoro-9-trimethylsilyladenine

A process for the preparation of 2-amino-9-(2,3,5-tri-O-benzyl-beta-D-arabinofuranosyl) adenine (V) is described. The process uses a protected 2,6-di(tri-alkylsilylamino)-9-trialkylsilylpurine (II) which is reacted with protected chlorosugar 2,3,5-tri-O-benzyl-1-chloro-D-arabinofuranose (III) and then the protection groups are removed from the 2 and 6 positions. The process provides a 9-beta-D-arabinofuranosyl-2-fluoroadenine (VII) which is an antileukenine drug.

Process for the preparation of 2-amino

A series of 2-aryl-6-trifluoromethyl-4-pyridylcarbinolamines is herein diosed which has value in treatment of plasmodial infections. The compounds have substituted phenyl groups at position 2- on the pyridine moiety, with the electronegative substituents present on the phenyl nuclei. The syntheses of such series is described, together with a method for separation of racemates of a representative 4-pyridylcarbinolamine type.

2-Aryl-6-trifluoromethyl-4-pyridyl-carbinolamine antimalarials

A series of 2-aryl-6-trifluoromethyl-4-pyridylcarbinolamines is herein disclosed which has value in treatment of plasmodial infections. The compounds have substituted phenyl groups at position 2- on the pyridine moiety, with the electronegative substituents present on the phenyl nuclei. The syntheses of such series is described, together with a method for separation of racemates of a representative 4-pyridylcarbinolamine type.

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Lathrup Village, MI, United States of America

Anica Markovac