Réaction #1135835

ord-9f5c91a3ef5f41f7a2adeaae42c37bd0

Équation de réaction

COC(=O)CCCCCCC(=O)Nc1cc(-c2ccccc2)ccc1[N+](=O)[O-]
methyl 8-(4-nitrobiphenyl-3-ylamino)-8-oxooctanoate
O=C[O-].[NH4+]
ammonium formate
COC(=O)CCCCCCC(=O)Nc1cc(-c2ccccc2)ccc1N
methyl 8-(4-aminobiphenyl-3-ylamino)-8-oxooctanoate
Rendement 85.0%

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    TempératureThe mixture was heated
  2. 2
    Températureto reflux under a nitrogen atmosphere overnight
  3. 3
    Filtrationfiltered
  4. 4
    ConcentrationThe filtrate was concentrated
  5. 5
    Autrepurified by biotage column chromatography

Mode opératoire

To a solution of methyl 8-(4-nitrobiphenyl-3-ylamino)-8-oxooctanoate (270 mg, 0.70 mmol) and ammonium formate (177 mg, 2.8 mmol) in methanol was added catalytic amount of palladium on carbon (5%). The mixture was heated to reflux under a nitrogen atmosphere overnight and filtered. The filtrate was concentrated and purified by biotage column chromatography to give methyl 8-(4-aminobiphenyl-3-ylamino)-8-oxooctanoate (211 mg)

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US09381196B2uspto-grants-2016_07