Dimethylformamide → 6-bromo-2-methylpyrazolo[1,5-a]pyrimidine-3-carbaldehyde

HRID 2043576Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2043576
O=P(Cl)(Cl)Cl.[Br:6][C:7]1[CH:8]=[N:9][C:10]2[N:11]([N:13]=[C:14]([CH3:16])[CH:15]=2)[CH:12]=1.CN([CH:20]=[O:21])C>>[Br:6][C:7]1[CH:8]=[N:9][C:10]2[N:11]([N:13]=[C:14]([CH3:16])[C:15]=2[CH:20]=[O:21])[CH:12]=1

Komponenten

4

Edukt 3

HCID 6228Dimethylformamide2×HCID 24813Phosphorus oxychlorideHCID 159800416-Bromo-2-methylpyrazolo[1,5-a]pyrimidine

Produkt 1

HCID 170961496-bromo-2-methylpyrazolo[1,5-a]pyrimidine-3-carbaldehydeAusbeute 59 %

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

POCl3 (1.84 mmol, 1.3 eq, 172 μl) is added dropwise to DMF (1 ml) at 0° C. and the resulting solution is stirred at 0° C. during 30 minutes. Then, a solution of 6-bromo-2-methylpyrazolo[1,5-a]pyrimidine x14 (1.415 mmol, 1 eq, 300 mg) in DMF (1 ml) is added and the mixture is stirred for 30 minutes at room temperature. The reaction is quenched with water (100 ml). The resulting solid is filtered and washed with water to give 200 mg of 6-bromo-2-methylpyrazolo[1,5-a]pyrimidine-3-carbaldehyde x21 as a solid.

Aufarbeitung

  1. stirringthe mixture is stirred for 30 minutes at room temperature
  2. customThe reaction is quenched with water (100 ml)
  3. filtrationThe resulting solid is filtered
  4. washwashed with water

Quellen und Nachweise

ORD-Eintrag
ord-08596b8181794189927a01188dc26284
Quelldatensatz
uspto-grants-2013_11
Patentnummer
US08586623B2

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