ChemicalBook CAS DataBase List BENZYL-PYRIDIN-2-YLMETHYL-AMINE

BENZYL-PYRIDIN-2-YLMETHYL-AMINE synthesis

12synthesis methods

Product Name:BENZYL-PYRIDIN-2-YLMETHYL-AMINE
CAS Number:18081-89-5
Molecular formula:C13H14N2
Molecular Weight:198.26

3731-51-9 Synthesis

3731-51-9
340 suppliers
$5.00/5g

100-52-7 Synthesis

100-52-7
945 suppliers
$20.37/250g

18081-89-5
55 suppliers
$199.81/250mg

Yield:18081-89-5 100%

Reaction Conditions:

Stage #1: 2-(Aminomethyl)pyridine;benzaldehyde in methanol at 20; for 2 h;
Stage #2: with methanol;sodium tetrahydroborate at 20; for 1 h;Cooling with ice;

Steps:

1.i (i) Synthesis of 1a

A mixture of 2-picolylamine (0.41 ml, 4.0 mmol) and benzaldehyde (0.4 ml, 4.0 mmol) in 40 ml MeOH was stirred at room temperature for 2 hours.
The solution was cooled in an ice bath, NaBH₄ (0.3 g, 8 mmol) was added in small portions.
The mixture was slowly warmed to room temperature, and stirred for 1 hour.
Solvent was removed and the residue was re-dissolved in CH₂Cl₂, washed with saturated K₂CO₃ solution twice and with a solution of brine and dried over MgSO₄.
Solvents were removed by a rotatory evaporator to give benzyl-pyridin-2-ylmethyl-amine (1a) which was used in the next step without further purification. Yield=0.79 g, quant.

References:

US10018623,2018,B1 Location in patent:Page/Page column 46; 47; 48