2',3',5',6'-TETRAHYDRO-1'H-[3,4']BIPYRIDINYL-4'-OL

2. A catalytic amount of 10percent Pd/C, ammonium formate solution (22.7 g in 50 ml of water) was added to a solution of stage 2 (32 g) in methanol (200 ml), and the mixture was heated overnight at 68° C. The reaction mixture was filtered off over Celite, the solvent was removed in vacuo, and the residue was washed with acetone (100 ml). Yield: 17 g (81percent)Stage (ii): (ii) (Apparatus: 1-litre three-necked flask with cooler). To a solution of 1-benzyl-4-(pyridin-3-yl)piperidin-4-ol (32 g) in methanol (220 ml) there was added palladium-on-carbon (10percent, catalytic amount), followed by ammonium formate solution (22.7 g in 50 ml of water). The reaction mixture was refluxed overnight at 68° C. Monitoring by thin-layer chromatography: 20percent methanol in chloroform. The mixture was filtered over Celite, and the filtrate was concentrated in vacuo. The residue was washed with acetone (100 ml) to give the desired compound in clean form. Yield: 17.3 g (81.3percent).(Apparatus: 1-l three-necked flask with cooler) Palladium on carbon (10percent, catalytic amount) followed by ammonium formate solution (22.7 g in 50 ml water) was added to a solution of 1-benzyl-4-(pyridin-3-yl)piperidin-4-ol (32 g) in methanol (220 ml). The reaction mixture was refluxed overnight at 68° C. Analysis by thin-layer chromatography: 20percent methanol in chloroform. The mixture was filtered over celite and the filtrate concentrated to small volume under vacuum. The residue was washed with acetone (100 ml) in order to obtain the desired compound in a clean state. Yield: 17.3 g (81.3percent)a. 1-(2, 7-Dichloro-9, 10-dihydro-9, 10-methanoanthracen-9-ylcarbonyl)-4-(3-pyridyl)piperidin-4-ol To a toluene solution (10 mL) of 2, 7-dichloro-9, 10-dihydro-9, 10-methano-9-anthracenecarboxylic acid (described in example 35e) (0.363 g, 1.19 mmol) was added thionyl chloride (0.087 mL, 1.2 mmol, 1 eq). The reaction was heated to reflux for 2 h monitoring gas evolution with a mineral oil bubbler. The toluene was removed, replaced with fresh toluene and stripped to dryness. This procedure was repeated two times. The residue was dissolved in tetrahydrofuran (10 mL). To that solution was added triethylamine (0.17 mL, 1.2 mmol, 1 eq) and

Molecular Weight:178.23
XLogP3:-0.1
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:178.110613074
Monoisotopic Mass:178.110613074
Topological Polar Surface Area:45.2
Heavy Atom Count:13
Complexity:166
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes