* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 - 20℃; for 12h;
Example 1:; 5-FIuoro-3-(2-fluoro-4-iodo-phenylamino)-pyridine-2-carbonitrile; To solution of 2-fluoro-4-iodoaniline (930.5 mg, 3.93 mmol) and 3,5-difluoropyridine- 2-carbonitrile (500 mg, 3.57 mmol) in THF (8 mL) at -78°C, was added LiHMDS (6.1 ml, 7.50 mmol). The mixture was allowed to warm to room temperature and stirred for 12 h. The mixture as diluted with ethyl acetate and washed with H2O and brine. The <n="35"/>organic layer was dried with solid Na2SO4 and was concentrated. The resulting residue was purified by flash chromatography in silica (25percent ethyl acetate-hexane) to give pure product. LC/MS [7.72 min; 358 (M+l)].
7-Fluoro-pyrido[3,2-d]pyrimidin-4-ylamine[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
With N-ethyl-N,N-diisopropylamine; In ISOPROPYLAMIDE; at 100℃; for 16h;
Example 31 7-Fluoro-pyrido[3,2-d]pyrimidin-4-ylamine; <strong>[298709-29-2]3,5-Difluoro-pyridine-2-carbonitrile</strong> (2.54 mmol, 356 mg) is dissolved in DMA (5 mL) and then formamidine acetate is added (2.54 mmol, 264.6 mg) followed by DIEA (7.62 mmol, 983 mg). The reaction mixture is stirred for 16 h at 100° C., then poured into saturated NH4Cl aq. and extracted 3 times with CH2Cl2. The organics are dried with Na2SO4, concentrated, and purified on Biotage with 0-20percent MeOH in CH2Cl2. This gives the desired product 7-Fluoro-pyrido[3,2-d]pyrimidin-4-ylamine (27 mg, LC/MS m/z=165 [M+H]+) as a white powder.
With polyethylene glycol 8000; potassium fluoride; In dimethyl sulfoxide; at 160℃; for 0.5h;
[0172] 50 g (0.29 mol) of 2-cyano-3,5-dichloropyridine from Example IV, 33.6 g (0.58 mol) of potassium fluoride and 10 g of polyethylene glycol 8000 are mixed with 125 ml of DMSO and heated at 160° C. for 30 minutes. After cooling, the product is distilled out together with the DMSO under high vacuum, the distillate is added to water and, after extraction with toluene, dried over sodium sulfate. The product is reacted further as solution in toluene. [0173] Rf: 0.43 (cyclohexane/ethyl acetate=7:3)
Chemistry
Pharmaceutical Intermediates
Inhibitors/Agonists
Material Science
For Research Only
120K+ Compounds
Competitive Price
1-2 Day Shipping
