Sodium Carbonate → HCID 11162425, compound

HRID 432617Notes

Reaction equation

HRID 432617 reaction equation
[CH3:1][N:2]([CH3:21])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:10]([CH3:20])=[N:11][N:12]3[C:17](O)=[CH:16][C:15]([CH3:19])=[N:14][C:13]=23)=[CH:5][N:4]=1.C(=O)([O-])[O-].[Na+].[Na+].O=P(Cl)(Cl)[Cl:30]>>[CH3:1][N:2]([CH3:21])[C:3]1[N:4]=[CH:5][C:6]([C:9]2[C:10]([CH3:20])=[N:11][N:12]3[C:17]([Cl:30])=[CH:16][C:15]([CH3:19])=[N:14][C:13]=23)=[CH:7][CH:8]=1

Participants

4

Reactant 3

HCID 10340Sodium CarbonateHCID 24813Phosphorus oxychlorideHCID 178429166HCID 178429166, compound

Product 1

HCID 11162425HCID 11162425, compound

Procedure

Intermediate 8 was dissolved in POCl3 (2 ml) and refluxed for 2 hours. The reaction mixture was cooled and poured onto ice. The solution was made basic (pH =9) by addition of solid sodium carbonate and extracted with diethyl ether. The combined organic layers were dried over sodium sulfate, filtered and concentrated, yielding 3-[6-(dimethylamino)-3-pyridinyl]-2,5-dimethyl-7-chloro-pyrazolo[2,3-a]pyrimidine (intermediate 9).

Workup

  1. temperaturerefluxed for 2 hours
  2. temperatureThe reaction mixture was cooled
  3. additionpoured onto ice
  4. extractionextracted with diethyl ether
  5. dry with materialThe combined organic layers were dried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-ee9c08cf8ff246d58e266cf0210b1cc0
Source dataset
uspto-grants-2003_12
Patent number
US06664261B2

Reaction notes

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