Potassium Hydroxide → HCID 67491631, Verbindung

HRID 711090Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 711090
[CH3:1][O:2][C:3]1[C:11]2[C:6](=[CH:7][C:8]([C:12]([O:14]C)=[O:13])=[CH:9][CH:10]=2)[N:5](C(OCC)=O)[N:4]=1.[OH-].[K+]>C(O)C>[CH3:1][O:2][C:3]1[C:11]2[C:6](=[CH:7][C:8]([C:12]([OH:14])=[O:13])=[CH:9][CH:10]=2)[NH:5][N:4]=1

Komponenten

4

Edukt 2

HCID 14797Potassium HydroxideHCID 67491844HCID 67491844, Verbindung

Produkt 1

HCID 67491631HCID 67491631, VerbindungAusbeute 76 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
65 °C

Versuchsvorschrift

1-Ethyl 6-methyl 3-methoxy-1H-indazole-1,6-dicarboxylate (444 mg, 1.60 mmol) was suspended in ethanol (5 mL). An aqueous solution of potassium hydroxide (16 mL, 16 mmol, 1 M) was added and the reaction was heated to 65° C. and stirred for 1.5 hours. The reaction was cooled to room temperature and concentrated. The residue was taken up in water and the solution was acidified with 1 N aqueous hydrochloric acid until a precipitate formed. The solid was collected by filtration, rinsed with water, and dried under vacuum to give the title compound (232 mg, 76%) as an orange solid. +ESI (M+H) 193.2; 1H NMR (400 MHz, DMSO-d6, δ): 12.22 (s, 1H), 7.90-7.94 (m, 1H), 7.64 (d, J=8.4 Hz, 1H), 7.53 (dd, J=8.4, 1.4 Hz, 1H), 3.99 (s, 3H).

Aufarbeitung

  1. temperatureThe reaction was cooled to room temperature
  2. concentrationconcentrated
  3. customformed
  4. filtrationThe solid was collected by filtration
  5. washrinsed with water
  6. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-a7d84b87547045bc841fdca94a1a232d
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09181252B2

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