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

HRID 251683

Reaktionsgleichung

Reaktionsgleichung von HRID 251683
[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=[N:12][N:13]=[CH:14][C:15]1[CH:23]=[CH:22][C:18]([C:19](O)=[O:20])=[CH:17][CH:16]=1.Cl.C(N=C=NCCCN(C)C)C.OC1C2N=NNC=2C=CC=1.C(N(CC)CC)C.Cl.[CH3:54][O:55][C:56](=[O:63])[CH2:57][CH2:58][CH2:59][CH2:60][CH2:61][NH2:62]>[Cl-].[Na+].O.CN(C=O)C>[CH3:54][O:55][C:56](=[O:63])[CH2:57][CH2:58][CH2:59][CH2:60][CH2:61][NH:62][C:19](=[O:20])[C:18]1[CH:22]=[CH:23][C:15]([CH:14]=[N:13][N: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:16][CH:17]=1

Komponenten

8

Versuchsvorschrift

4-(((5-fluoro-2-oxoindolin-3-ylidene)hydrazono)methyl)benzoic acid (311 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 (114 mg, 28% yield) as a brown solid. LC-MS (m/z) 439 (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-43255ec01a934ae8ae91ad6bec7f4ef2
Quelldatensatz
uspto-grants-2011_01
Patentnummer
US07863315B2

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