반응 #2439936

ord-9031f7737705494fbbe9995e131b687f

반응 방정식

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
Nc1ccc(N2CCOCC2)cc1
N-(4-aminophenyl)morpholine
CCn1nc(C)cc1C(=O)Nc1cccc(C(=O)c2ccc3c(c2)C(=CNc2ccc(N4CCOCC4)cc2)C(=O)N3)c1
title compound
CCn1nc(C)cc1C(=O)Nc1cccc(C(=O)c2ccc3c(c2)C(=CNc2ccc(N4CCOCC4)cc2)C(=O)N3)c1
2-Ethyl-5-methyl-2H-pyrazole-3-carboxylic acid (3-{3-[(4-morpholin-4-yl-phenylamino)-methylene]-2-oxo-2,3-dihydro-1H-indole-5-carbonyl}-phenyl)-amide

용매

반응 조건

온도
65°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타A small screw cap test tube
  2. 2
    온도Subsequently, the reaction mixture was cooled to room temperature
  3. 3
    농축concentrated in vacuo
  4. 4
    workup.DISSOLUTIONredissolved in EtOAc
  5. 5
    workup.ADDITIONHexanes were added to the reaction mixture
  6. 6
    기타The solid precipitate that formed
  7. 7
    여과was filtered

실험 절차

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 (prepared below, 30 mg, 0.072 mmol) and THF (1 mL). To the resulting solution was added N-(4-aminophenyl)morpholine (19.3 mg, 0.1082 mmol), and the mixture was stirred for 24 h at 65° C. Subsequently, the reaction mixture was cooled to room temperature, concentrated in vacuo and redissolved in EtOAc. Hexanes were added to the reaction mixture. The solid precipitate that formed was filtered and washed with ˜1 mL of ice cold THF yielding 36% (15 mg, 0.026 mmol) of the title compound.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07749530B2uspto-grants-2010_07