2-Methoxyethylamine → 6-(6-(2-methoxyethylamino)pyridin-3-yl)-1,3-dipropyl-1H-pyrrolo[3,2-d]pyrimidine-2,4(3H,5H)-dione

HRID 1801690Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1801690
Cl[C:2]1[N:7]=[CH:6][C:5]([C:8]2[NH:16][C:15]3[C:14](=[O:17])[N:13]([CH2:18][CH2:19][CH3:20])[C:12](=[O:21])[N:11]([CH2:22][CH2:23][CH3:24])[C:10]=3[CH:9]=2)=[CH:4][CH:3]=1.[CH3:25][O:26][CH2:27][CH2:28][NH2:29]>CCO>[CH3:25][O:26][CH2:27][CH2:28][NH:29][C:2]1[N:7]=[CH:6][C:5]([C:8]2[NH:16][C:15]3[C:14](=[O:17])[N:13]([CH2:18][CH2:19][CH3:20])[C:12](=[O:21])[N:11]([CH2:22][CH2:23][CH3:24])[C:10]=3[CH:9]=2)=[CH:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 80182-MethoxyethylamineHCID 598566326-(6-chloropyridin-3-yl)-1,3-dipropyl-1H-pyrrolo[3,2-d]pyrimidine-2,4(3H,5H)-dione

Produkt 1

HCID 598566356-(6-(2-methoxyethylamino)pyridin-3-yl)-1,3-dipropyl-1H-pyrrolo[3,2-d]pyrimidine-2,4(3H,5H)-dioneAusbeute 56,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
164 °C

Versuchsvorschrift

8a (100 mg) was suspended in methoxyethylamine (1.5 g), in EtOH (4 mL) in a pressure tube and stirred at 164° C. for 28 hrs. After cooling to room temperature, the solvent was removed and the solid was purified by column (26 g silica gel, RT Scientific) (CH2Cl2:MeOH=100:0 to 97:3). The fractions were evaporated and washed with ether to give the product 9a (63 mg). The mother liquid was evaporated and afforded another 30 mg of the product.

Aufarbeitung

  1. temperatureAfter cooling to room temperature
  2. customthe solvent was removed
  3. customthe solid was purified by column (26 g silica gel, RT Scientific) (CH2Cl2:MeOH=100:0 to 97:3)
  4. customThe fractions were evaporated
  5. washwashed with ether

Quellen und Nachweise

ORD-Eintrag
ord-93f254bf760147f0954078fa4a75616a
Quelldatensatz
uspto-grants-2013_01
Patentnummer
US08349848B2

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