Реакция #1509594

ord-8dbd5e9be6624a71b884402429269751

Уравнение реакции

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

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Другоеwas hydrogenated on a H-cube apparatus at 30° C.
  2. 2
    ДругоеAfter reaction completion
  3. 3
    Концентрированиеthe mixture was concentrated in vacuum
  4. 4
    ЭкстракцияThis was extracted with EtOAc
  5. 5
    Другоеthe organic layer was separated
  6. 6
    Другоеdried
  7. 7
    Концентрированиеconcentrated in vacuum
  8. 8
    ДругоеThe residue was purified by flash chromatography (98:2 DCM:MeOH)

Методика

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).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: USRE045323E1uspto-grants-2015_01