Water → HCID 86651563, Verbindung

HRID 1695979Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1695979
[Cl:1][C:2]1[N:11]=[CH:10][C:9]2[NH:8][C:7](=[O:12])[CH:6]3[CH2:13][O:14][CH2:15][CH2:16][N:5]3[C:4]=2[N:3]=1.C([O-])([O-])=O.[K+].[K+].Cl[CH2:24][C:25]1[CH:29]=[CH:28][N:27]([CH3:30])[N:26]=1.O>CN(C=O)C>[Cl:1][C:2]1[N:11]=[CH:10][C:9]2[N:8]([CH2:24][C:25]3[CH:29]=[CH:28][N:27]([CH3:30])[N:26]=3)[C:7](=[O:12])[CH:6]3[CH2:13][O:14][CH2:15][CH2:16][N:5]3[C:4]=2[N:3]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 4239233-(Chloromethyl)-1-methyl-1H-pyrazoleHCID 86651560HCID 86651560, Verbindung

Produkt 1

HCID 86651563HCID 86651563, VerbindungAusbeute 74,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a mixture of 2-chloro-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-6(5H)-one (100 mg, 0.416 mmol), K2CO3 (115 mg, 0.831 mmol) in DMF (2 mL) at 0° C., was added 3-(chloromethyl)-1-methyl-1H-pyrazole (54.3 mg, 0.416 mmol). The mixture was stirred at 0° C. for 30 minutes and then at room temperature for overnight. Water was added and the mixture was extracted with EtOAc (2×). The aqueous layer was basified and then extracted with EtOAc. The combined organic layers were dried over MgSO4, filtered and evaporated in vacuo to give 2-chloro-5-((1-methyl-1H-pyrazol-3-yl)methyl)-6a,7,9,10-tetrahydro-[1,4]oxazino[3,4-h]pteridin-6(5H)-one (104 mg) which was used in the next step without further purification. MS [M+H] Found 335.

Aufarbeitung

  1. waitat room temperature for overnight
  2. extractionthe mixture was extracted with EtOAc (2×)
  3. extractionextracted with EtOAc
  4. dry with materialThe combined organic layers were dried over MgSO4
  5. filtrationfiltered
  6. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-4eb0aabbb1444f4faf6361bbe2655d8b
Quelldatensatz
uspto-grants-2012_04
Patentnummer
US08163755B2

Notizen zur Reaktion

Wird geladen…