Microwave-assisted acylation of 7-amino-5-aryl-6-cyanopyrido[2,3-d]pyrimidines

Molecular Diversity

Volumn 7, Issue 2-4, 2003, Pages 247-252

  Nicewonger, Robb ^a   Fowke, April ^a   Nguyen, Kathy ^a   Ditto, Lori ^a   Caserta, Justin ^a   Harris, Michele ^a   Baldino, Carmen M ^a  

^a ARQULE INC   (United States)

Author keywords

2 amino 3 cyanopyridine; Acylation; Macroporous resin; Microwave assisted; Pyridopyrimidine; Scavenger resin

Indexed keywords

2 AMINO 3 CYANOPYRIDINE; 6 CYANOPYRIDO[2,3 D]PYRIMIDINE DERIVATIVE; AMIDE; CHLORIDE; PYRIDINE DERIVATIVE; PYRIMIDINE DERIVATIVE; RESIN; SCAVENGER; UNCLASSIFIED DRUG;

ACYLATION; ARTICLE; DEACYLATION; MICROWAVE RADIATION; POROSITY; PRIORITY JOURNAL; SYNTHESIS; TECHNOLOGY; VALIDATION PROCESS;

ACIDS; ACYLATION; AMIDES; CHLORIDES; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; HEATING; MICROWAVES; MODELS, CHEMICAL; PEPTIDES; PYRIDINES; PYRIMIDINES; ULTRAVIOLET RAYS;

EID: 0345825857     PISSN: 13811991     EISSN: None     Source Type: Journal    
DOI: 10.1023/B:MODI.0000006907.21070.11     Document Type: Article

References (15)

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13. -1). Acetonitrile (1000 μL) was then added to the 2-dram vial, and the resulting mixture was shaken for two hours at room temperature. Filtration, followed by solvent evaporation yielded the product monoamide, which was purified by reverse-phase HPLC.
14. Purification was done by RP-HPLC with MS trigger using a gradient of water (solvent A) and acetonitrile (solvent B) with 0.1% formic acid. Molecular weights were detected using positive electrospray ionization mode on the mass spectrometer with a cone voltage of 20 volts. These general conditions were applied across the set and not optimized for individual compounds.
15. The ArQule AMAP™ parallel synthesis platform employs a modular, unit operation approach similar to that in typical chemical engineering disciplines. The basic building block to this approach is an aluminum 24 or 96 well reaction block containing glass vials as reaction vessels. The modular workstations that represent the unit operations of synthetic organic chemistry such as reagent preparation, reagent dispensation, liquid-liquid extraction, conventional heating and shaking have been designed to accommodate either customized reaction block. Under this modular approach, operations are strung together in specific sequences to produce desired processes and conditions. An underlying information system drives the workstations and ties these operations together.