Sodium Bicarbonate → HCID 178524784, compound

HRID 54962Notes

Reaction equation

HRID 54962 reaction equation
C([O:3][C:4]([C:6]1[C:11](=[O:12])[N:10]2[N:13]=[C:14]([C:22]3[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=3)[C:15]([C:16]3[CH:21]=[CH:20][N:19]=[CH:18][CH:17]=3)=[C:9]2[NH:8][CH:7]=1)=[O:5])C.C(=O)(O)[O-].[Na+]>S(=O)(=O)(O)O>[C:4]([C:6]1[C:11](=[O:12])[N:10]2[N:13]=[C:14]([C:22]3[CH:23]=[CH:24][C:25]([F:28])=[CH:26][CH:27]=3)[C:15]([C:16]3[CH:17]=[CH:18][N:19]=[CH:20][CH:21]=3)=[C:9]2[NH:8][CH:7]=1)([OH:5])=[O:3]

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 178469871HCID 178469871, compound

Product 1

HCID 178524784HCID 178524784, compoundYield 31.4%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

A mixture of 4,7-dihydro-6-ethoxycarbonyl-2-(4-fluorophenyl)-3-(pyridin-4-yl)-7-oxopyrazolo[1,5-a]pyrimidine (946 mg) in sulfuric acid (40% in water, 5 ml) was refluxed for 2 hours. After cooling, the pH of the reaction mixture was adjusted to 5 with an aqueous saturated sodium bicarbonate solution. The crude crystalline was obtained and washed with hot ethanol to give 4,7-dihydro-6-carboxy-2-(4-fluorophenyl)-3-(pyridin-4-yl)-7-oxopyrazolo[1,5-a]pyrimidine (275 mg).

Workup

  1. temperaturewas refluxed for 2 hours
  2. temperatureAfter cooling
  3. customThe crude crystalline was obtained
  4. washwashed with hot ethanol

Sources & evidence

ORD record
ord-aad903700f1f4303acfe94010ed5cbe0
Source dataset
uspto-grants-1997_04
Patent number
US05624931

Reaction notes

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