Reaktion #2439943

ord-d1a5e933629c4370a71c5cc3da71e41f

Reaktionsgleichung

Nc1ccc(CC(=O)O)cc1
4-aminophenylacetic acid
CCn1nc(C)cc1C(=O)Nc1cccc(C(=O)c2ccc3c(c2)C(=CO)C(=O)N3)c1
2-Ethyl-5-methyl-2H-pyrazole-3-carboxylic acid [3-(3-hydroxymethylene-2-oxo-2,3-dihydro-1H-indole-5-carbonyl)-phenyl]-amide
CCn1nc(C)cc1C(=O)Nc1cccc(C(=O)c2ccc3c(c2)C(=CNc2ccc(CC(=O)O)cc2)C(=O)N3)c1
title compound
CCn1nc(C)cc1C(=O)Nc1cccc(C(=O)c2ccc3c(c2)C(=CNc2ccc(CC(=O)O)cc2)C(=O)N3)c1
{4-[(5-{3-[(2-Ethyl-5-methyl-2H-pyrazole-3-carbonyl)-amino]-benzoyl}-2-oxo-1,2-dihydro-indol-3-ylidenemethyl)-amino]-phenyl}-acetic acid

Lösungsmittel

Reaktionsbedingungen

Temperatur
65°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeA small screw cap test tube
  2. 2
    TemperaturSubsequently, the reaction mixture was cooled to room temperature
  3. 3
    SonstigeThe solid precipitate that formed

Vorschrift

A small screw cap test tube was charged with 2-Ethyl-5-methyl-2H-pyrazole-3-carboxylic acid [3-(3-hydroxymethylene-2-oxo-2,3-dihydro-1H-indole-5-carbonyl)-phenyl]-amide (as prepared in Example 1, 30 mg, 0.072 mmol) and THF (1 mL). To the resulting solution was added 4-aminophenylacetic acid (16.4 mg, 0.1082 mmol), and the mixture was stirred for 24 h at 65° C. Subsequently, the reaction mixture was cooled to room temperature. Hexanes were added to the reaction mixture. The solid precipitate that formed was washed with ˜1 mL of ice cold THF yielding 42% (16.7 mg, 0.030 mmol) of the title compound.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07749530B2uspto-grants-2010_07