A convenient synthesis of fluorinated pyrazolo[3,4-b]pyridine and Pyrazolo[3,4-d]pyrimidine nucleosides

Synthesis

Volumn , Issue 5, 2009, Pages 731-740

  Iaroshenko, Viktor O ^a,b   Sevenard, Dmitri V ^e   Kotljarov, Anton ^d   Volochnyuk, Dmitriy M ^b,c   Tolmachev, Andrei O ^a,b   Sosnovskikh, Vyacheslav Ya ^f  

^a TARAS SHEVCHENKO NATIONAL UNIVERSITY OF KYIV   (Ukraine)

^b ENAMINE LTD   (Ukraine)

^c INSTITUTE OF ORGANIC CHEMISTRY   (Ukraine)

^d UNIVERSITY OF TARTU   (Estonia)

^e UNIVERSITY OF BREMEN   (Germany)

^f URAL FEDERAL UNIVERSITY   (Russian Federation)

Author keywords

Annulation; Electrophilic aromatic substitution; Fluorine; Pyrazole; Pyridine; Pyrimidine

Indexed keywords

1H-PYRAZOLE; ADENOSINE DEAMINASE; ANNULATION; DIELECTROPHILES; ELECTROPHILIC AROMATIC SUBSTITUTION; ISOPROPYLIDENE; MIMETICS; PYRAZOLE; PYRIMIDINE; PYRIMIDINE NUCLEOSIDES; TRANSITION STATE; TRIFLUOROMETHYL;

AMINES; AROMATIC COMPOUNDS; FLUORINE; NUCLEOTIDES;

PYRIDINE;

1 (2,3 O ISOPROPYLIDENE BETA DEXTRO RIBOFURANOSYL) 4 (DIFLUOROMETHYL) 1H PYRAZOLO[3,4 B]PYRIDIN 6(7H) ONE; 1 (2,3 O ISOPROPYLIDENE BETA DEXTRO RIBOFURANOSYL) 4 (TRIFLUOROMETHYL) 1H PYRAZOLO[3,4 B]PYRIDIN 6(7H) ONE; 1 (2,3 O ISOPROPYLIDENE BETA DEXTRO RIBOFURANOSYL) 4 (TRIFLUOROMETHYL) 1H PYRAZOLO[3,4 B]PYRIDINE; 1 (2,3 O ISOPROPYLIDENE BETA DEXTRO RIBOFURANOSYL) 6 (PYRIDIN 4 YL) 4 (TRIFLUOROMETHYL) 1H PYRAZOLO[3,4 B]PYRIDINE; 1 (2,3 O ISOPROPYLIDENE BETA DEXTRO RIBOFURANOSYL) 6 METHYL 4 (PERFLUOROETHYL) 1H PYRAZOLO[3,4 B]PYRIDINE; 1 (2,3 O ISOPROPYLIDENE BETA DEXTRO RIBOFURANOSYL) 6 METHYL 4 (PERFLUOROETHYL) 4,7 DIHYDRO 1H PYRAZOLO[3,4 B]PYRIDIN 4 OL; 1 (2,3 O ISOPROPYLIDENE BETA DEXTRO RIBOFURANOSYL) 6 PHENYL 4 (TRIFLUOROMETHYL) 1H PYRAZOLO[3,4 B]PYRIDINE; 1 (2,3 O ISOPROPYLIDENE BETA DEXTRO RIBOFURANOSYL) 6 THIOPHEN 2 YL) 4 (TRIFLUOROMETHYL) 1H PYRAZOLO[3,4 B]PYRIDINE; 1 (BETA DEXTRO RIBOFURANOSYL) 4 (DIFLUOROMETHYL) 1H PYRAZOLO[3,4 B]PYRIDINE 6(7H) ONE; 1 (BETA DEXTRO RIBOFURANOSYL) 4 (PERFLUOROETHYL) 1H PYRAZOLO[3,4 B]PYRIDINE; 1 (BETA DEXTRO RIBOFURANOSYL) 4 (TRIFLUOROMETHYL) 1H PYRAZOLO[3,4 B]PYRIDINE 6(7H) ONE; 1 (BETA DEXTRO RIBOFURANOSYL) 4,6 BIS(TRIFLUOROMETHYL) 1H PYRAZOLO[3,4 B]PYRIDINE; 1 (BETA DEXTRO RIBOFURANOSYL) 6 (PYRIDIN 4 YL) 4 (TRIFLUOROMETHYL) 1H PYRAZOLO[3,4 B]PYRIDINE; 1 (BETA DEXTRO RIBOFURANOSYL) 6 (THIOPHEN 2 YL) 4 (TRIFLUOROMETHYL) 1H PYRAZOLO[3,4 B]PYRIDINE; 1 (BETA DEXTRO RIBOFURANOSYL) 6 PHENYL 4 (TRIFLUOROMETHYL) 1H PYRAZOLO[3,4 B]PYRIDINE; 1 [5 AMINO 1 (2,3 O ISOPROPYLIDENE BETA DEXTRO RIBOFURANOSYL) 1H PYRAZOL 4 YL] 2,2,2 TRIFLUORO 1 PHENYLETHANOL; 1,1,1 TRIFLUORO 4 [1 (2,3 O ISOPROPYLIDENE BETA DEXTRO RIBOFURANOSYL) 1H PYRAZOL 5 YLAMINO]BUT 3 EN 2 ONE; 10 (2,3 O ISOPROPYLIDENE BETA DEXTRO RIBOFURANOSYL) (TRIFLUOROMETHYL) 6,10 DIHYDRO 5H BENZO[H]PYRAZOLO[3,4 B]QUINOLINE 7 (TRIFLUOROMETHYL) 6,10 DIHYDROPYRAZOLO[3,4 B]THIOCHROMENO[3,4 E]PYRIDINE; 10 (2,3 O ISOPROPYLIDENE BETA DEXTRO RIBOFURANOSYL) 7 (TRIFLUOROMETHYL) 6,10 DIHYDRO 5H BENZO[H]PYRAZOLO[3,4 B]QUINOLINE; 10 (BETA DEXTRO RIBOFURANOSYL) 7 (TRIFLUOROMETHYL) 6,10 DIHYDROPYRAZOLO[3,4 B]THIOCHROMENO[3,4 E]PYRIDINE; 2 [5 AMINO 1 (2,3 O ISOPROPYLIDENE BETA DEXTRO RIBOFURANOSYL) 1H PYRAZOL 4 YL] 1,1,1 TRIFLUOROPROPAN 2 OL; 4,6 BIS(TRIFLUOROMETHYL) 1 (2,3 O ISOPROPYLIDENE BETA DEXTRO RIBOFURANOSYL) 1H PYRAZOLO[3,4 B]PYRIDINE; 6 ETHYL 1 (2,3 O ISOPROPYLIDENE BETA DEXTRO RIBOFURANOSYL) 4 (1,1,2,2 TETRAFLUOROETHYL) 4,7 DIHYDRO 1H PYRAZOLO[3,4 B]PYRIDIN 4 OL; 6 ETHYL 1 (2,3 O ISOPROPYLIDENE BETA DEXTRO RIBOFURANOSYL) 4 (PERFLUOROBUTYL) 4,7 DIHYDRO 1H PYRAZOLO[3,4 B]PYRIDIN 4 OL; METHYL 3 [5 AMINO 1 (2,3 O ISOPROPYLIDENE BETA DEXTRO RIBOFURANOSYL) 1H PYRAZOL 4 YL] 4,4 DIFLUORO 3 HYDROXYBUTANOATE; METHYL 3 [5 AMINO 1 (2,3 O ISOPROPYLIDENE BETA DEXTRO RIBOFURANOSYL) 1H PYRAZOL 4 YL] 4,4,4 TRIFLUORO 3 HYDROXYBUTANOATE; NUCLEOSIDE; PYRAZOLO[3,4 B]PYRIDINE DERIVATIVE; PYRAZOLO[3,4 D]PYRIMIDINE DERIVATIVE; UNCLASSIFIED DRUG; UNINDEXED DRUG;

ANNULATION REACTION; ARTICLE; ENZYME ACTIVITY; SYNTHESIS;

EID: 63449123783     PISSN: 00397881     EISSN: 1437210X     Source Type: Journal    
DOI: 10.1055/s-0028-1083365     Document Type: Article

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