Chloroform → Ethyl 5,7-dichloropyrazolo[1,5-a]pyrimidine-2-carboxylate

HRID 869712Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 869712
O[C:2]1[CH:7]=C(O)[N:5]2[N:9]=[C:10]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH:11]=[C:4]2[N:3]=1.P(Cl)(Cl)([Cl:19])=O.C(=O)(O)[O-].[Na+].[CH:27]([Cl:30])(Cl)Cl>>[Cl:19][C:2]1[CH:7]=[C:27]([Cl:30])[N:5]2[N:9]=[C:10]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH:11]=[C:4]2[N:3]=1

Komponenten

5

Edukt 4

HCID 6212ChloroformHCID 24813Phosphorus oxychlorideHCID 516892Sodium BicarbonateHCID 178468554HCID 178468554, Verbindung

Produkt 1

HCID 86674517Ethyl 5,7-dichloropyrazolo[1,5-a]pyrimidine-2-carboxylate

Versuchsvorschrift

A suspension of ethyl 5,7-dihydroxypyrazolo[1,5-a]pyrimidine-2-carboxylate (9.59 g, 43.0 mmol) and phosphorous oxychloride (20.0 mL, 215 mmol) was refluxed for 1 hr. After being cooled to ambient temperature, the reaction mixture was poured into saturated sodium bicarbonate and chloroform. The organic layer was separated and aqueous layer was extracted with chloroform. The organic layer was combined and concentrated in vacuo to give ethyl 5,7-dichloropyrazolo[1,5-a]pyrimidine-2-carboxylate. MS (APCI): m/z 260/262 (M+H).

Aufarbeitung

  1. temperaturewas refluxed for 1 hr
  2. customThe organic layer was separated
  3. extractionaqueous layer was extracted with chloroform
  4. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-c44cbd0f641f4843b26a7f600cad244f
Quelldatensatz
uspto-grants-2015_03
Patentnummer
US08969376B2

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