Ethanol → (2R,4S,4aS)-11-fluoro-2,4-dimethyl-8-(2-(methylthio)pyrimidin-4-yl)-2,4,4a,6-tetrahydro-1H,1'H-spiro[isoxazolo[4,5-g][1,4]oxazino[4,3-a]quinoline-5,5'-pyrimidine]-2',4',6'(3'H)-trione

HRID 245565

Reaktionsgleichung

Reaktionsgleichung von HRID 245565
[CH3:1][C@@H:2]1[CH2:7][N:6]([C:8]2[C:24]([CH:25]=O)=[CH:23][C:11]3[C:12]([C:15]4[CH:20]=[CH:19][N:18]=[C:17]([S:21][CH3:22])[N:16]=4)=[N:13][O:14][C:10]=3[C:9]=2[F:27])[CH2:5][C@@H:4]([CH3:28])[O:3]1.[NH:29]1[C:34](=[O:35])[NH:33][C:32](=[O:36])N[C:30]1=[O:37].[CH3:38]CO>>[F:27][C:9]1[C:10]2[O:14][N:13]=[C:12]([C:15]3[CH:20]=[CH:19][N:18]=[C:17]([S:21][CH3:22])[N:16]=3)[C:11]=2[CH:23]=[C:24]2[C:8]=1[N:6]1[CH2:7][C@@H:2]([CH3:1])[O:3][C@@H:4]([CH3:28])[C@@H:5]1[C:38]1([C:32](=[O:36])[NH:33][C:34](=[O:35])[NH:29][C:30]1=[O:37])[CH2:25]2

Komponenten

4

Edukt 3

HCID 702EthanolHCID 7956Cyanuric acidHCID 867178676-((2R,6R)-2,6-dimethylmorpholino)-7-fluoro-3-(2-(methylthio)pyrimidin-4-yl)benzo[d]isoxazole-5-carbaldehyde2×

Produkt 1

HCID 67434098(2R,4S,4aS)-11-fluoro-2,4-dimethyl-8-(2-(methylthio)pyrimidin-4-yl)-2,4,4a,6-tetrahydro-1H,1'H-spiro[isoxazolo[4,5-g][1,4]oxazino[4,3-a]quinoline-5,5'-pyrimidine]-2',4',6'(3'H)-trione

Versuchsvorschrift

In a microwave reactor, 6-((2R,6R)-2,6-dimethylmorpholino)-7-fluoro-3-(2-(methylthio)pyrimidin-4-yl)benzo[d]isoxazole-5-carbaldehyde (Intermediate 437, 719 mg, 1.79 mmol) and 1,3,5-triazinane-2,4,6-trione (242 mg, 1.88 mmol) in EtOH (10 ml) were heated at 140° C. for 1 hour. The solution was concentrated to dryness to afford 916 mg of desired product, used in subsequent reactions without further purification.

Aufarbeitung

  1. concentrationThe solution was concentrated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-3f2570f0d4dc430b90e1111b7070ff7d
Quelldatensatz
uspto-grants-2014_02
Patentnummer
US08658641B2

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