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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1869176Erstellt: 26. Oktober 2026

Water → 3-carboxy-1-(7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-indole

https://huagongshe.com/reaction/1869176

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktLithium hydroxide, monohydrateHCID 168937—
Edukt3-methoxycarbonyl-1-(7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-indoleHCID 68968614—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt3-carboxy-1-(7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-indoleHCID 6897016977,6%

Reaktionsbedingungen

Temperatur20 °C

Reaktionsschritte

0.629 g (15 mmol) of lithium hydroxide monohydrate and 20 cm3 of water are added to 1.35 g (4.41 mmol) of 3-methoxycarbonyl-1-(7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-indole dissolved in 20 cm3 of tetrahydrofuran at a temperature in the region of 20° C. After stirring for 4 hours at the reflux temperature of the solvent and for 24 hours at a temperature in the region of 20° C., the reaction mixture is concentrated to dryness under reduced pressure (2.7 kPa). The residue is taken up in 30 cm3 of water (pH=12) and extracted with 100 cm3 of ethyl acetate. The pH is then adjusted to 6 by adding 1 N hydrochloric acid solution. The precipitate obtained is filtered off and dried at a temperature in the region of 50° C. under reduced pressure (2.7 kPa), giving 1.0 g of 3-carboxy-1-(7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-indole in the form of a white powder. Mass spectrum (EI): m/e 292 (M+) (base peak).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07638521B2
Quelldatensatzuspto-grants-2009_12
ORD IDord-4c28a474da9c4ad6b7298f492c723a88
Quellennotizuspto-grants-2009_12