Sodium Carbonate → HCID 11162425, compound

HRID 1791159Notes

Reaction equation

HRID 1791159 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-2156d1c017524a0cbee19821b8bddad0
Source dataset
uspto-grants-2006_07
Patent number
US07074797B2

Reaction notes

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