4-(Ethylamino)-4-piperidinecarboxamide

To a solution of 1-BENZYL-4-ETHYLAMINOPIPERIDINE-4-CARBOXYLIC acid amide 1-(7A-80)e (7. 39 g, 28.3 MMOL) in methanol (100 ml) was added 20percent Pd (OH) 2 on carbon (50percent water; 1.48 g). The mixture was place on a PARRCOMMAT; shaker and was reduced (50 psi H2) at room temperature overnight. The mixture was filtered through a pad of CELITEG), and then concentrated to a colorless solid (4.84 g, quantitative): +APCI MS (M+1) 172.2 ; H NMR (400 MHz, CD2Cl2) 8 2.89 (ddd, J = 12.9, 8.7, 3.3 Hz, 2H), 2.75 (ddd, J = 12.9, 6.6, 3.7 Hz, 2H), 2.45 (q, J = 7.2 Hz, 2H), 1.95 (ddd, J = 13.7, 8.3, 3.7 Hz, 2H), 1.55 (ddd, J = 13. 7, 6. 6, 3. 3 Hz, 2h), 1.08 (t, J = 7. 1 Hz, 3H).To a solution of 1-benzyl-4-ethylaminopiperidine-4-carboxylic acid amide (I-1A-1f; 7.39 g, 28.3 mmol) in methanol (100 ml) was added 20percent Pd(OH)2 on carbon (50percent water; 1.48 g).The mixture was placed on a Parr shaker and then reduced (50 psi H2) at room temperature overnight.The mixture was filtered through a pad of Celite, and then concentrated to give a colorless solid I-1A-1g (4.84 g, quantitative): +APcl MS (M+1) 172.2; 1H NMR (400 MHz, CD2Cl2) δ 2.89 (ddd, J=12.9, 8.7, 3.3 Hz, 2H), 2.75 (ddd, J=12.9, 6.6, 3.7 Hz, 2H), 2.45 (q, J=7.2 Hz, 2H), 1.95 (ddd, J=13.7, 8.3, 3.7 Hz, 2H), 1.55 (ddd, J=13.7, 6.6, 3.3 Hz, 2h), 1.08 (t, J=7.1 Hz, 3H)To a solution of 1-benzyl-4-ethylaminopiperidine-4-carboxylic acid amide (I-1A-1g; 7.39 g, 28.3 mmol) in methanol (100 ml) was added 20percent Pd(OH)2 on carbon (50percent water; 1.48 g).The mixture was placed on a Parr shaker and then reduced (50 psi H2) at room temperature overnight.The mixture was filtered through a pad of Celite, and then concentrated to give a colorless solid I-1A-1 h (4.84 g, quantitative): +APcI MS (M+1) 172.2; 1H NMR (400 MHz, CD2Cl2) δ 2.89 (ddd, J=12.9, 8.7, 3.3 Hz, 2H), 2.75 (ddd, J=12.9, 6.6, 3.7 Hz, 2H), 2.45 (q, J=7.2 Hz, 2H), 1.95 (ddd, J=13.7, 8.3, 3.7 Hz, 2H), 1.55 (ddd, J=13.7, 6.6, 3.3 Hz, 2h), 1.08 (t, J=7.1 Hz, 3H)To a solution of 1-benzyl-4-ethylaminopiperidine-4-carboxylic acid amide (I-3b; 7.39 g, 28.3 mmol) in methanol (100 ml) was added 20percent Pd(OH)2 on carbon (50percent water; 1.48 g). The mixture was placed on a Parr.(R). shaker and then reduced (50 psi H2) at room temperature overnight. The mixture was filtered through a pad of Celite.(R)., and then concentrated to colorless solid I-3c (4.84 g, quantitative): +APCI MS (M+1) 172.2; 1H NMR (400 MHz, CD2Cl2) δ 2.89 (3A-5, J=12.9, 8.7, 3.3 Hz, 2H), 2.75 (3A-5, J=12.9, 6.6, 3.7 Hz, 2H), 2.45 (q, J=7.2 Hz, 2H), 1.95 (3A-5, J=13.7, 8.3, 3.7 Hz, 2H), 1.55 (3A-5, J=13.7, 6.6, 3.3 Hz, 2h), 1.08 (t, J=7.1 Hz, 3H).Preparation of Startinp Material 4-EthylaminoDiperidine-4-carboxylic Acid Amide (Mf): Mf; To a solution of 4-Λ/-benzylpiperidone (5.69 g, 29.5 mmol) in ethanol(4.2 ml) cooled in an ice bath was added ethylamine hydrochloride (2.69 g, 32.3 mmol) in water (3 ml) while keeping the internal temperature of the reaction below 10 To a solution of the compound obtained in the above step (2) (1.4 g) in methanol (19 mL) was added 20percent palladium hydroxide-carbon and the mixture was stirred at room temperature under hydrogen-gas atmosphere overnight. The reaction mixture was filtered through Celite and the filtrate was concentrated in vacuo. To the concentrated solution was added isopropyl ether (30 mL) and the precipitated crystals were collected by filtration and dried to give 4-carbamoyl-4-ethylaminopiperidine (0.84 g, yield: 91percent) as a pale yellow solid. MS(APCI)m/z; 172 [M+H]To a solution of 1-benzyl-4-ethylaminopiperidine-4-carboxylic acid amide (I-1A-1e; 7.39 g, 28.3 mmol) in methanol (100 ml) was added 20percent Pd(OH)

Molecular Weight:171.24
XLogP3:-1
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:3
Exact Mass:171.137162174
Monoisotopic Mass:171.137162174
Topological Polar Surface Area:67.2
Heavy Atom Count:12
Complexity:164
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes