Trimethyl phosphite → Dimethyl (2-chloro-4-morpholinopyrido[3,2-d]pyrimidin-6-yl)methylphosphonate

HRID 1043576Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1043576
Br[CH2:2][C:3]1[CH:4]=[CH:5][C:6]2[N:7]=[C:8]([Cl:19])[N:9]=[C:10]([N:13]3[CH2:18][CH2:17][O:16][CH2:15][CH2:14]3)[C:11]=2[N:12]=1.[P:20]([O:25]C)([O:23][CH3:24])[O:21][CH3:22]>>[Cl:19][C:8]1[N:9]=[C:10]([N:13]2[CH2:18][CH2:17][O:16][CH2:15][CH2:14]2)[C:11]2[N:12]=[C:3]([CH2:2][P:20](=[O:25])([O:23][CH3:24])[O:21][CH3:22])[CH:4]=[CH:5][C:6]=2[N:7]=1

Komponenten

3

Edukt 2

HCID 8472Trimethyl phosphiteHCID 584049784-(6-(Bromomethyl)-2-chloropyrido[3,2-D]pyrimidin-4-YL)morpholine

Produkt 1

HCID 58405032Dimethyl (2-chloro-4-morpholinopyrido[3,2-d]pyrimidin-6-yl)methylphosphonate

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

To 4-(6-(bromomethyl)-2-chloropyrido[3,2-d]pyrimidin-4-yl)morpholine 7 (2 g) was added Trimethyl Phosphite (30 eq) and the reaction was refluxed at 120° C. for 90 minutes. The reaction was cooled and concentrated to dryness under vacuum. To the dried crude was added water, upon which a yellow solid crashed out and was filtered and dried overnight under vacuum to afford 2 g of pure dimethyl (2-chloro-4-morpholinopyrido[3,2-d]pyrimidin-6-yl)methylphosphonate.

Aufarbeitung

  1. temperatureThe reaction was cooled
  2. concentrationconcentrated to dryness under vacuum
  3. customTo the dried crude
  4. additionwas added water
  5. filtrationwas filtered
  6. customdried overnight under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-27097a99895242a391a6c636b5f3094d
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08563540B2

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