Ethanol → Methyl 3-amino-5-[(dipropylamino)carbonyl]Benzoate

Temperatur

50 °C

A mixture of 5-nitro-N,N-dipropyl-isophthalamic acid methyl ester (D87) (1.5 g, 4.9 mmol, 1 equiv), NH4COOH (3.0 g, 49 mmol, 10 equiv), 10% Pd on charcoal (50% wet, 250 mg, 0.082 equiv w/w), EtOH (20 ml) and H2O (10 ml) was heated at 50° C. for 90 min. The mixture was cooled to room temperature, filtered through a pad of celite and concentrated in vacuo. The residue was dissolved in AcOEt (200 ml) and the resulting solution was washed with saturated NaHCO3 solution (100 ml), dried over MgSO4 and concentrated in vacuo to give 5-amino-N,N-dipropyl-isophthalamic acid methyl ester (D88) (1.2 g, 88%) as a white waxy solid.

1. temperatureThe mixture was cooled to room temperature
2. filtrationfiltered through a pad of celite
3. concentrationconcentrated in vacuo
4. dissolutionThe residue was dissolved in AcOEt (200 ml)
5. washthe resulting solution was washed with saturated NaHCO3 solution (100 ml)
6. dry with materialdried over MgSO4
7. concentrationconcentrated in vacuo

ORD-Eintrag

ord-82322feba5904310bcdc5ebb0194cf1a

Quelldatensatz

uspto-grants-2007_08

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07253198B2