Methanol → 3-Benzo[1,3]dioxol-5-yl-2-pyrimidin-2-yl-1,2,3,4-tetrahydro-pyrrolo[3,4-b]quinolin-9-one

HRID 988319

Reaktionsgleichung

Reaktionsgleichung von HRID 988319
[CH2:1]1[O:9][C:8]2[CH:7]=[CH:6][C:5]([CH:10]3[C:14]4[NH:15][C:16]5[CH:17]=[CH:18][CH:19]=[CH:20][C:21]=5[C:22](=[O:23])[C:13]=4[CH2:12][NH:11]3)=[CH:4][C:3]=2[O:2]1.Cl[C:25]1[N:30]=[CH:29][CH:28]=[CH:27][N:26]=1.CO>CN(C=O)C>[N:26]1[CH:27]=[CH:28][CH:29]=[N:30][C:25]=1[N:11]1[CH2:12][C:13]2[C:22](=[O:23])[C:21]3[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=3[NH:15][C:14]=2[CH:10]1[C:5]1[CH:6]=[CH:7][C:8]2[O:9][CH2:1][O:2][C:3]=2[CH:4]=1

Komponenten

5

Edukt 3

HCID 887MethanolHCID 744042-ChloropyrimidineHCID 108921213-(1,3-benzodioxol-5-yl)-1,2,3,4-tetrahydro-9H-pyrrolo[3,4-b]quinolin-9-one

Produkt 1

HCID 110254213-Benzo[1,3]dioxol-5-yl-2-pyrimidin-2-yl-1,2,3,4-tetrahydro-pyrrolo[3,4-b]quinolin-9-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

1,2,3,4-Tetrahydro-3-(3,4-methylenedioxyphenyl)-9H-pyrrolo-[3,4-b]quinolin-9-one (100 mg, 0.3265 mmol) (prepared as in Example 5) and 2-chloropyrimidine (38 mg, 0.3265 mmol) were stirred in DMF (2.5 mL) at 100° C. for 16 h. The solvent was removed under vacuum and the residue purified by column chromatography (silica gel, 5% CH3OH/CH3Cl) to yield a yellow oil. Trituration of the oil with MeOH afforded the product as a pale yellow solid.

Aufarbeitung

  1. customThe solvent was removed under vacuum
  2. customthe residue purified by column chromatography (silica gel, 5% CH3OH/CH3Cl)
  3. customto yield a yellow oil

Quellen und Nachweise

ORD-Eintrag
ord-581ae62b1f5b4dc7a794a77fada8ba4d
Quelldatensatz
uspto-grants-2003_10
Patentnummer
US06635638B2

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