反应 #1509594

ord-8dbd5e9be6624a71b884402429269751

反应方程式

Cn1nnnc1-c1cc(N)cc(CO)c1
[3-Amino-5-(1-methyl-1H-tetrazol-5-yl)-phenyl]-methanol
Cc1cc(N)cc(-c2nnnn2C)c1
title compound
收率 77.1%
Cc1cc(N)cc(-c2nnnn2C)c1
3-Methyl-5-(1-methyl-1H-tetrazol-5-yl)-phenylamine
收率 77.1%

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他was hydrogenated on a H-cube apparatus at 30° C.
  2. 2
    其他After reaction completion
  3. 3
    浓缩the mixture was concentrated in vacuum
  4. 4
    萃取This was extracted with EtOAc
  5. 5
    其他the organic layer was separated
  6. 6
    其他dried
  7. 7
    浓缩concentrated in vacuum
  8. 8
    其他The residue was purified by flash chromatography (98:2 DCM:MeOH)

实验过程

A solution of [3-Amino-5-(1-methyl-1H-tetrazol-5-yl)-phenyl]-methanol (450 mg) in MeOH (20 ml) with a few drops of conc. HCl (aq) was hydrogenated on a H-cube apparatus at 30° C., and 10 bar with a flow rate of 1 mL/min using a Pd/C cartridge. After reaction completion, the mixture was concentrated in vacuum and the residue basified with a dilute K2CO3(aq). This was extracted with EtOAc and the organic layer was separated, dried and concentrated in vacuum. The residue was purified by flash chromatography (98:2 DCM:MeOH) to give the title compound (320 mg).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: USRE045323E1uspto-grants-2015_01