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 578026

Reaktionsgleichung

Reaktionsgleichung von HRID 578026
[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-cdf1de1cf71d4a918e0f9455157cf650
Quelldatensatz
uspto-grants-2015_05
Patentnummer
US09040528B2

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