Reacción #544491

ord-61c1083c381b4452a9a96a8cbc2c17af

Ecuación de reacción

O=C(O)c1nc(Cl)ccc1Cl
3,6-dichloro-2-pyridine carboxylic acid
NC(=O)c1nn(-c2ccc3c(c2)OCO3)c2c1CCc1ccc(N)cc1-2
title compound
NC(=O)c1nn(-c2ccc3c(c2)OCO3)c2c1CCc1ccc(N)cc1-2
8-amino-1-(1,3-benzodioxol-5-yl)-4,5-dihydro-1H-benzo[g]indazole-3-carboxamide
NC(=O)c1nn(-c2ccc3c(c2)OCO3)c2c1CCc1ccc(NC(=O)c3nc(Cl)ccc3Cl)cc1-2
title compound
NC(=O)c1nn(-c2ccc3c(c2)OCO3)c2c1CCc1ccc(NC(=O)c3nc(Cl)ccc3Cl)cc1-2
1-(1,3-benzodioxol-5-yl)-8-{[(3,6-dichloropyridin-2-yl)carbonyl]amino}-4,5-dihydro-1H-benzo[g]indazole-3-carboxamide

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otroprepared by the method of E
  2. 2
    Otro6.11 (s, 2H), 6.97–7.07 (m, 2H), 7.38 d, 1H, J=1 Hz

Procedimiento

The title compound was synthesized from 1.653 g of 3,6-dichloro-2-pyridine carboxylic acid (CP92740, prepared by the method of E. Marzi, A. Bigi, M. Schlosser, Eur. J. Org. Chem. 2001, 1371–1376) and the title compound of step 4 of Example 161 (2.0 g) by the same procedure used for Example 211. The title compound is a brown solid (2.4 g, 80%), m.p. 263–265° C. Its structure was confirmed by 1H NMR and LC/MS: 1H NMR (d6-DMSO): δ 2.82–3.01 (m, 4H)), 6.11 (s, 2H), 6.97–7.07 (m, 2H), 7.38 d, 1H, J=1 Hz), 7.81 (s, 1H), 7.33–7.42 (m, 3H), 7.52 (s, 1H), 7.51 (d, 1H, J=9 Hz), 8.15 (d, 1H, J=9 Hz), 10.57 (s, 1H). ESI mass spectrum for C25H18Cl2N5O4+: 522 (M+1).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07186743B2uspto-grants-2007_03