StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
  1. Startseite
  2. /Reaktion

4-methoxythiophene-3-carboxylic acid → HCID 44540247, Verbindung

HRID 244734
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 244734
[CH3:1][O:2][C:3]1[C:4]([C:8]([OH:10])=O)=[CH:5][S:6][CH:7]=1.F[P-](F)(F)(F)(F)F.CN(C(ON1C2=NC=CC=C2N=N1)=[N+](C)C)C.[NH:35]1[C:43]2[C:38](=[C:39]([C:44]3[CH:45]=[C:46]([NH2:53])[C:47]4[CH:48]=[N:49][NH:50][C:51]=4[CH:52]=3)[CH:40]=[CH:41][CH:42]=2)[CH:37]=[CH:36]1>CN(C=O)C.CCN(C(C)C)C(C)C>[NH:35]1[C:43]2[C:38](=[C:39]([C:44]3[CH:52]=[C:51]4[C:47]([CH:48]=[N:49][NH:50]4)=[C:46]([NH:53][C:8]([C:4]4[C:3]([O:2][CH3:1])=[CH:7][S:6][CH:5]=4)=[O:10])[CH:45]=3)[CH:40]=[CH:41][CH:42]=2)[CH:37]=[CH:36]1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 3

HCID 27783794-methoxythiophene-3-carboxylic acidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 582680196-(1H-indol-4-yl)-1H-indazol-4-amine

Produkt 1

HCID 44540247HCID 44540247, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228
Dimethylformamide
Lösungsmittel
2×
HCID 81531DiisopropylethylamineLösungsmittel

Versuchsvorschrift

4-(Methyloxy)-3-thiophenecarboxylic acid (35 mg) was treated with N-[(dimethylamino)(3H-[1,2,3]triazolo[4,5-b]pyridin-3-yloxy)methylidene]-N-methylmethanaminium hexafluorophosphate (84 mg) in DMF (250 μl) and DIPEA (69 μl). The reaction mixture was shaken for five min prior to treatment with 6-(1H-indol-4-yl)-1H-indazol-4-amine (25 mg) in DMF (250 μl). The reaction mixture was left to stand at 22° C. for 18 h. The solvent was removed in vacuo and the product re-dissolved in chloroform (0.3 ml) prior to application on to an aminopropyl SPE cartridge (0.5 g) that had been preconditioned with methanol and then chloroform. The product was eluted after 2 hr with ethyl acetate/methanol (1:1, 3 ml), and concentrated under a stream of nitrogen using blow down apparatus. Purification by mass directed preparative HPLC (Method C) gave the title compound.

Aufarbeitung

  1. waitThe reaction mixture was left
  2. waitto stand at 22° C. for 18 h
  3. customThe solvent was removed in vacuo
  4. dissolutionthe product re-dissolved in chloroform (0.3 ml)
  5. washThe product was eluted after 2 hr with ethyl acetate/methanol (1:1, 3 ml)
  6. concentrationconcentrated under a stream of nitrogen using blow down apparatus
  7. customPurification by mass

Quellen und Nachweise

ORD-Eintrag
ord-030c54546ca744bd89c0909c47ab224a
Quelldatensatz
uspto-grants-2014_02
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08658635B2

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion