Sodium ethoxide → 5-Ethoxy-1,3-dimethyl-1H-dipyrazolo[1,5-a:4',3'-e]pyrazine-6-carboxylic acid, ethyl ester

HRID 1678851Notes

Reaction equation

HRID 1678851 reaction equation
Cl[C:2]1[C:3]2[N:4]([N:13]=[CH:14][C:15]=2[C:16]([O:18][CH2:19][CH3:20])=[O:17])[C:5]2[N:10]([CH3:11])[N:9]=[C:8]([CH3:12])[C:6]=2[N:7]=1.[CH3:21][CH2:22][O-:23].[Na+]>C(O)C>[CH2:22]([O:23][C:2]1[C:3]2[N:4]([N:13]=[CH:14][C:15]=2[C:16]([O:18][CH2:19][CH3:20])=[O:17])[C:5]2[N:10]([CH3:11])[N:9]=[C:8]([CH3:12])[C:6]=2[N:7]=1)[CH3:21]

Participants

4

Reactant 2

HCID 2723922Sodium ethoxideHCID 539664075-Chloro-1,3-dimethyl-1H-dipyrazolo[1,5-a:4',3'-e]pyrazine-6-carboxylic acid, ethyl ester

Product 1

HCID 1317110395-Ethoxy-1,3-dimethyl-1H-dipyrazolo[1,5-a:4',3'-e]pyrazine-6-carboxylic acid, ethyl ester

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

5.86 gms. of 5-chloro-1,3-dimethyl-1H-dipyrazolo[1,5-a:4',3'-e]pyrazine-6-carboxylic acid, ethyl ester, in ethanol is refluxed with 20 mM of sodium ethylate for 30 minutes. Upon cooling, the product, 5-ethoxy-1,3-dimethyl-1H-dipyrazolo[1,5-a:4',3'-e]pyrazine-6-carboxylic acid, ethyl ester, crystallizes in the form of white needles. The product is recrystallized from n-propanol, yield 4.2 gms, m.p. 116°-118°.

Workup

  1. temperatureUpon cooling
  2. customthe product, 5-ethoxy-1,3-dimethyl-1H-dipyrazolo[1,5-a:4',3'-e]pyrazine-6-carboxylic acid, ethyl ester, crystallizes in the form of white needles
  3. customThe product is recrystallized from n-propanol, yield 4.2 gms, m.p. 116°-118°

Sources & evidence

ORD record
ord-9ef4a0e59e8b4338aae0ccc6a1128898
Source dataset
uspto-grants-1978_03
Patent number
US04077956

Reaction notes

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