6-Amino-5-(2,2-diethoxyethyl)pyrimidin-4-ol → 7-Deazahypoxanthine

HRID 397375

Reaktionsgleichung

Reaktionsgleichung von HRID 397375
[NH2:1][C:2]1[N:7]=[CH:6][NH:5][C:4](=[O:8])[C:3]=1[CH2:9][CH:10](OCC)OCC>Cl>[N:7]1[C:2]2[NH:1][CH:10]=[CH:9][C:3]=2[C:4](=[O:8])[NH:5][CH:6]=1

Komponenten

3

Edukt 1

HCID 1354086886-Amino-5-(2,2-diethoxyethyl)pyrimidin-4-ol

Produkt 1

HCID 1354086897-DeazahypoxanthineAusbeute 64 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 313Hydrochloric AcidLösungsmittel

Versuchsvorschrift

6-Amino-5-(2,2-diethoxy-ethyl)-3H-pyrimidin-4-one (150 mg, 0.7 mmol) was dissolved in 5.0 mL of 1N HCl solution. The mixture was stirred at room temperature for 1 hour and the precipitate was filtered, washed with minimal amount of water and dried in a vacuum oven overnight to give 60 mg (64%) of 3,7-dihydro-pyrrolo[2,3-d]pyrimidin-4-one as a white solid. 1H NMR (360 MHz, DMSO-d6) δ 11.83 (s, 1H, NH), 1.75 (s, 1H, NH), 7.80 (s, 1H), 7.01 (dd, J=2.65, 3.21 Hz, 1H), and 6.42 (dd, J=2.09, 3.21 Hz, 1H). MS m/e 134 [M+1]+.

Aufarbeitung

  1. filtrationthe precipitate was filtered
  2. washwashed with minimal amount of water
  3. customdried in a vacuum oven overnight

Quellen und Nachweise

ORD-Eintrag
ord-564acd68317543f38d847682fbc3b9f4
Quelldatensatz
uspto-grants-2003_08
Patentnummer
US06610688B2

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