2,4,6-TRICHLORO-5-CYANOPYRIMIDINE

To a solution of 2, 4, 6-trichloropyrimidine-5-carbonitrile (25-a) (2.00 g, 9.60 mmol) in DMF (20 ml) at -40 under an atmosphere of nitrogen, was added trimethylamine (Et3N) (2.67 ml, 19.2 mmol) and (R) -cyclopropyl (2-methylpiperazin-1-yl) methanone (12-IA) (1.61 g, 9.60 mmol) . The resulting mixture was stirred for 2 h. After 2 h, the reaction was quenched via the addition of water (50 mL) and allowed to warm to ambient temperature. The mixture was extracted with EtOAc (3 x 100 mL) . The combined organic layers were washed with brine (100 mL) , dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated under reduced pressure and the residue was purified via silica gel chromatography (50 g, 100-200 mesh) , eluting with 0-30%EtOAc in hexane to afford (R) -4, 6-dichloro-2- (4- (cyclopropanecarbonyl) -3-methylpiperazin-1-yl) pyrimidine-5-carbonitrile (25-c) . MS (ESI) Calc'd for (C14H16Cl2N5O) [M+H]+, 340; found, 340.Step 2. Solution of compound 1a (1mmol) was dissolved in 5ml of anhydrous tetrahydrofuran was added dropwise at -20C morpholine (4.5 mmol), dropwise warmed to room temperature for 3 hours, add 5ml of water to precipitate a white solid which was filtered, the filter cake was washed with ethanol weight crystallization or petroleum ether / ethyl acetate (5: 1) column chromatography to give compound 2a.7.32 g (35 mmol) of 9, 9-dimethyl acridine was added to a 250 ml three-necked flask, 100 ml of N, N-dimethylformamide was added as a reaction solvent, and the mixture was stirred on a magnetic stirrer in an ice bath. 10min. 0.72 g (30 mmol) of NaH was added portionwise to the reaction flask and stirring was continued for 1 h. 2.07 g (10 mmol) of 8.79 g (35 mmol) of isopropyl carbazole was added to a 250 ml three-necked flask, and 100 ml of N, N-dimethylformamide was added as a reaction solvent in an ice bath.Stir on a magnetic stirrer for 10 min. 0.72 g (30 mmol) of NaH was added portionwise to the reaction flask and stirring was continued for 1 h.4.97 g (10 mmol) of

Molecular Weight:208.43
XLogP3:2.8
Hydrogen Bond Acceptor Count:3
Exact Mass:206.915780
Monoisotopic Mass:206.915780
Topological Polar Surface Area:49.6
Heavy Atom Count:11
Complexity:177
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes