Piperidin-4-yl-pyrimidin-2-yl-amine

Preparation 22; N-Piperidin-4-ylpyrimidin-2-amine; 10percent Palladium hydroxide (200mg) was added to a solution of the product of preparation 20 (3g, 11 mmol), in ethanol (300mL), and the mixture was stirred at 60°C, under 60psi of hydrogen, for 2 hours. The reaction mixture was then cooled to room temperature and filtered through ArbocefNo., washing through with ethanol. The filtrate was concentrated in vacuo to afford the title product in quantitative yield, 2g.b. 2-(4-Piperidylamino)pyrimidine 2-[4-(1-Benzylpiperidyl)amino]pyrimidine (4.030 g, 15.0 mmol, prepared as described in Example 87a) was refluxed for 1 hour with 1-chloroethylchloroformate (2.140 g, 15 mmol) in 40 mL 1, 2-dichloroethane. The solution was concentrated under reduced pressure and the resulting residue was refluxed in 40 mL methanol for 1 hour. The cooled methanol solution was added dropwise to rapidly stirring ethyl ether to produce a white precipitate. The white solid was collected to give a quantitative recovery of material which was 80% debenzylated. This hydrochloride salt mixture was used without further purification. MS(CI): 179 (M+H).To a solution of methyl 6-{[(1S)-1-cyclopropylethyl](methyl)amino}-2-(pyrazolo[5, 1-b][1, 3]thiazol-7-yl)pyrimidine-4-carboxylate obtained in Reference Example 43 (665 mg) in THF (10 mL) and water (5 mL) was added lithium hydroxide monohydrate (234 mg), and the mixture was stirred at room temperature for 30 min. The reaction solution was concentrated under reduced pressure, to the resulting residue was added 1 M aqueous solution of hydrochloric acid to make the solution acidic, and the aqueous layer was extracted with a mixed solvent of chloroform and methanol. The organic layer was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give a solid (600 mg). To a solution of the obtained solid (15 mg) in DMF (1 mL) were added EXAMPLE XXIX To 0.5 parts of a solution of 2 parts of thiophene in 40 parts of ethanol, are added 2 parts of cyclopentanone, 5.5 parts of EXAMPLE XXX To 0.5 parts of a solution of 2 parts of thiophene in 40 parts of ethanol, are added 4 parts of 2-propanone, 4.5 parts of EXAMPLE XXX To 0.5 parts of a solution of 2 parts of thiophene in 40 parts of ethanol, are added 4 parts of 2-propanone, 4.5 parts of EXAMPLE XXIX To 0.5 parts of a solution of 2 parts of thiophene in 40 parts of ethanol, are added 2 parts of cyclopentanone, 5.5 parts of A mixture of 7.9 g of 3, 4-dihydro-2H-1-benzopyran-2-methanol 4-methylbenzenesulfonate(ester), 4.5 g Preparation 22; N-Piperidin-4-ylpyrimidin-2-amine; 10% Palladium hydroxide (200mg) was added to a solution of the product of preparation 20 (3g, 11 mmol), in ethanol (300mL), and the mixture was stirred at 60C, under 60psi of hydrogen, for 2 hours. The reaction mixture was then cooled to room temperature and filtered through ArbocefNo., washing through with ethanol. The filtrate was concentrated in vacuo to afford the title product in quantitative yield, 2g.

Molecular Weight:178.23
XLogP3:0.6
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:2
Exact Mass:178.121846464
Monoisotopic Mass:178.121846464
Topological Polar Surface Area:49.8
Heavy Atom Count:13
Complexity:139
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes