Sodium Carbonate → HCID 19975803, compound

HRID 1450392Notes

Reaction equation

HRID 1450392 reaction equation
Cl[C:2]1[N:7]2[N:8]=[CH:9][CH:10]=[C:6]2[N:5]=[C:4]([CH2:11][CH3:12])[CH:3]=1.Cl.[NH2:14][CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17].C(=O)([O-])[O-].[Na+].[Na+]>C(O)C>[CH2:11]([C:4]1[CH:3]=[C:2]([NH:14][CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17])[N:7]2[N:8]=[CH:9][CH:10]=[C:6]2[N:5]=1)[CH3:12]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 2723640Glycine ethyl ester, hydrochlorideHCID 105354107-Chloro-5-ethylpyrazolo[1,5-a]pyrimidine

Product 1

HCID 19975803HCID 19975803, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1.8 g (9.9 mmol) 7-Chloro-5-ethylpyrazolo[l,5-a]pyrimidine (Example 1, Step B) and 1.4 g (10.0 mmol) ethyl 2-aminoacetate hydrochloride were dissolved in 50 ml dry ethanol. 500 mg (4.7 mmol) sodium carbonate were added, and the mixture was heated with reflux for 2 h. The inorganic material was filtered off, the residue treated with saturated aqueous sodium bicarbonate solution, and extracted with ethyl acetate. The organic layer was dried over sodium sulfate, and evaporated in vacuo to give the crude title compound as an oil, which was pure enough according to its 1H-NMR spectrum and was used for the reaction of the next step without further purification.

Workup

  1. temperaturethe mixture was heated
  2. temperaturewith reflux for 2 h
  3. filtrationThe inorganic material was filtered off
  4. additionthe residue treated with saturated aqueous sodium bicarbonate solution
  5. extractionextracted with ethyl acetate
  6. dry with materialThe organic layer was dried over sodium sulfate
  7. customevaporated in vacuo

Sources & evidence

ORD record
ord-44f630cf68514cd592eb4fea5bdcb0da
Source dataset
uspto-grants-1997_02
Patent number
US05602137

Reaction notes

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