تفاعل #7015

ord-6f19733c657e4b04b7ed2ac578424390

معادلة التفاعل

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

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

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

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07084145B2uspto-grants-2006_08