Réaction #7015

Équation de réaction

amine

[4-Benzyl-5-(3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-4-yl)-4H-[1,2,4]triazol-3-ylmethyl]-(2-methoxy-ethyl)-amine

formaldehyde

sodium triacetoxyborohydride

→

title compound

[4-Benzyl-5-(3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-4-yl)-4H-[1,2,4]triazol-3-ylmethyl]-(2-methoxy-ethyl)-methyl-amine

Solvants

dichloromethane

Conditions de réaction

Traitement

1. 1
   AutreThe reaction mixture was partitioned between dichloromethane and aqueous sodium carbonate solution
2. 2
   Autrethe layers separated
3. 3
   SéchageThe organic phase was dried (MgSO4)
4. 4
   Autreevaporated under reduced pressure
5. 5
   Autrethe product triturated from ether

Mode opératoire

The amine from example 43 (50 mg, 0.12 mmol), formaldehyde (37% aq, 40 μl, 0.49 mmol) and sodium triacetoxyborohydride (51 mg, 0.24 mmol) in dichloromethane (1 ml) was stirred vigorously at room temperature for 21 hours. The reaction mixture was partitioned between dichloromethane and aqueous sodium carbonate solution, and the layers separated. The organic phase was dried (MgSO4), evaporated under reduced pressure, and the product triturated from ether to afford the title compound as a white solid.

Source