Reaktion #7015

ord-6f19733c657e4b04b7ed2ac578424390

Reaktionsgleichung

COCCNCc1nnc(C2CCN(c3ccccn3)CC2)n1Cc1ccccc1
amine
COCCNCc1nnc(C2CCN(c3ccccn3)CC2)n1Cc1ccccc1
[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
C=O
formaldehyde
CC(=O)O[BH-](OC(C)=O)OC(C)=O.[Na+]
sodium triacetoxyborohydride
COCCN(C)Cc1nnc(C2CCN(c3ccccn3)CC2)n1Cc1ccccc1
title compound
COCCN(C)Cc1nnc(C2CCN(c3ccccn3)CC2)n1Cc1ccccc1
[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

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

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

Vorschrift

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.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07084145B2uspto-grants-2006_08