1-benzyl-4-[(4-chlorophenyl)amino]piperidine-4-carbonitrile synthesis

2synthesis methods

Product Name:1-benzyl-4-[(4-chlorophenyl)amino]piperidine-4-carbonitrile
CAS Number:972-20-3
Molecular formula:C19H20ClN3
Molecular Weight:325.84

1336-21-6 Synthesis

1336-21-6
731 suppliers
$14.56/250ML

3612-20-2 Synthesis

3612-20-2
471 suppliers
$6.00/10g

7677-24-9 Synthesis

7677-24-9
398 suppliers
$19.00/5g

106-47-8 Synthesis

106-47-8
497 suppliers
$5.00/5G

1-benzyl-4-[(4-chlorophenyl)amino]piperidine-4-carbonitrile

972-20-3
7 suppliers
$28.60/250mg

Yield:972-20-3 81%

Reaction Conditions:

in acetic acid;

Steps:

464.1 Step 1

Step 1 1-Benzyl-4-(4-chloro-phenylamino)-piperidine-4-carbonitrile To a solution of 1-Benzyl-piperidin-4-one (2.68 g, 14.20 mmol) in acetic acid (13 ml, glacial) was added 4-Chloro-phenylamine (1.99 g, 15.6 mmol). The reaction was cooled in a cool temperature water bath. Trimethylsilylcyanide (1.89 ml, 14.20 mmol) was added slowly. The reaction mixture was allowed to warm to room temperature and stir overnight under N₂. The reaction was cooled to 0° C. Concentrated ammonium hydroxide (15 ml) was added slowly. Next added was cold water. The pH of the mixture was =10. The mixture was extracted three times with methylene chloride, and the organic layers were dried over magnesium sulfate, filtered, and concentrated under reduced pressure. Ether was added to the residue, and the white solid was filtered off and dried under high vacuum to give the titled compound (3.73 g, 81%) ¹H-NMR (CDCl₃) δ: 1.90-2.01(2H,t), 2.3-2.4(2H,m), 2.45-2.55(2H,t), 2.81-2.93(2H,m), 3.61(2H,s), 3.68(1H,s) 6.87(1H,s), 6.90(1H,s) 7.2-7.38(7H,m). MS m/z: 326 (M+1).

References:

US2005/70549,2005,A1