反应 #2460346

ord-e86c4a5f58684bc281ea0e8a2329626f

反应方程式

COC(=O)c1nccnc1N
Methyl-3-aminopyrazine-2-carboxylate
CC(C)[CH2][Al+][CH2]C(C)C.[H-]
Diisobutylaluminum hydride
Nc1nccnc1C=O
title compound
收率 34.0%
Nc1nccnc1C=O
3-aminopyrazine-2-carbaldehyde
收率 34.0%

溶剂

反应条件

温度
-78°CELSIUS
详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    温度The reaction was then warmed to 0° C. for one hour
  2. 2
    其他before being quenched slowly by addition of 1M hydrochloric acid
  3. 3
    workup.ADDITIONEthyl acetate was added
  4. 4
    其他the layers separated
  5. 5
    干燥The organic layer was dried over magnesium sulfate
  6. 6
    过滤filtered
  7. 7
    浓缩concentrated
  8. 8
    其他The residue was triturated in hexanes

实验过程

Methyl-3-aminopyrazine-2-carboxylate (11 g) was dissolved in THF and cooled to −78° C. Diisobutylaluminum hydride (1M in hexanes, 250 mL) was added, and the reaction stirred at −78° C. for 4 hours. The reaction was then warmed to 0° C. for one hour before being quenched slowly by addition of 1M hydrochloric acid. Ethyl acetate was added and the layers separated. The organic layer was dried over magnesium sulfate, filtered and concentrated. The residue was triturated in hexanes to afford title compound (3.0 g, 34%).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07459454B2uspto-grants-2008_12