4-(4-CHLOROPHENYL)PIPERIDINE-4-CARBONITRILE

e) 4-(4-chlorophenyl)-4-cyanopiperidine. A solution containing 1-N-Boc-4-(4-chlorophenyl)-4-cyanopiperidine (1.32 g, 4.11 mmol), TFA (11 mL), and DCM (11 mL) was stirred at RT for 72 h, and then concentrated. The residue was treated with water and sat. aq. sodium bicarbonate (until basic), then extracted with DCM (3X). The DCM extracts were dried (Na2SO4), filtered, and concentrated to give the title compound (quant. ) as a colored oil. MS m/z 221 (M+H).A3. 4-(4-Chloro-phenyl)-piperidine-4-carbonitrile EPO To a solution of 4-(4-chlorophenyl)-4-cyanopiperidine-l-carboxylic acid tert-butyl ester (1.000 g, 3.12 mmol) in methanol (5 ml) at rt was added 4M HCl in dioxane (15 ml). After stirring for 20 h the solution was concentrated to give the deprotected amine as the hydrochloride salt (0.785 g, 98percent). LC-MS (LCT2) m/z 221 [M+ΗStep 3: Step 3 Example 39A4-(4-chlorophenyl)piperidine-4-carbonitrileTo a solution of compound Example 39A2 (1.8 g, 5.6 mmol) in MeOH (5 mL) was added dropwise HCl/MeOH (20 mL) with ice-bath. After addition, the mixture was warmed to room temperature and stirred for 2 hours. The mixture was concentrated and the residue was dissolved in water (30 mL) and washed with ethyl acetate. The aqueous layers were basified to pH=9 with IN NaOH solution and then extracted with ethyl acetate (3 x 50 mL). The combined organics were washed with brine, dried over Na

Molecular Weight:220.70
XLogP3:2.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:220.0767261
Monoisotopic Mass:220.0767261
Topological Polar Surface Area:35.8
Heavy Atom Count:15
Complexity:254
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes