反应 #7015

ord-6f19733c657e4b04b7ed2ac578424390

反应方程式

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

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他The reaction mixture was partitioned between dichloromethane and aqueous sodium carbonate solution
  2. 2
    其他the layers separated
  3. 3
    干燥The organic phase was dried (MgSO4)
  4. 4
    其他evaporated under reduced pressure
  5. 5
    其他the product triturated from ether

实验过程

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.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07084145B2uspto-grants-2006_08