Triethylamine → 6-(4-((5-Fluoro-2-oxoindolin-3-ylidene)methyl)benzamido)hexanoic acid methyl ester

HRID 251691

Reaktionsgleichung

Reaktionsgleichung von HRID 251691
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=[O:11])[C:5]2=[CH:12][C:13]1[CH:21]=[CH:20][C:16]([C:17](O)=[O:18])=[CH:15][CH:14]=1.Cl.C(N=C=NCCCN(C)C)C.OC1C2N=NNC=2C=CC=1.C(N(CC)CC)C.Cl.[CH3:52][O:53][C:54](=[O:61])[CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][NH2:60]>[Cl-].[Na+].O.CN(C=O)C>[CH3:52][O:53][C:54](=[O:61])[CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][NH:60][C:17](=[O:18])[C:16]1[CH:20]=[CH:21][C:13]([CH:12]=[C:5]2[C:4]3[C:8](=[CH:9][CH:10]=[C:2]([F:1])[CH:3]=3)[NH:7][C:6]2=[O:11])=[CH:14][CH:15]=1

Komponenten

8

Versuchsvorschrift

4-((5-fluoro-2-oxoindolin-3-ylidene)methyl)benzoic acid (283 mg, 1 mmol) and 8 ml of DMF were stirred at room temperature while 1-Ethyl-3-(3-dimethylaminopropyl)-carbodiimide hydrochloride (394 mg, 2 mmol), hydroxybenzo-triazole (162 mg, 1.2 mmol), triethylamine (404 mg, 4 mmol) and 6-aminocaproic acid methyl ester hydrochloride (219 mg, 1.2 mmol) were added. The mixture was stirred for 24 hours at room temperature. The mixture was diluted with 400 mL of brine. The solids were collected by vacuum filtration, washed with water and dried under vacuum to give the title compound (362 mg, 88% yield) as a brown solid. LC-MS (m/z) 411 (M+1).

Aufarbeitung

  1. additionwere added
  2. filtrationThe solids were collected by vacuum filtration
  3. washwashed with water
  4. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-0a528a5f70ea4442a8ecef4f5a203dc1
Quelldatensatz
uspto-grants-2011_01
Patentnummer
US07863315B2

Verknüpfte Notizen

Wird geladen…