Hydrochloric Acid → HCID 58170050, compound

HRID 57676Notes

Reaction equation

HRID 57676 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[NH:10][C:11](=[O:23])[C:12]2[N:13]([N:15]=[C:16]([C:18](OCC)=[O:19])[CH:17]=2)[CH:14]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].CO.Cl>C1COCC1>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[NH:10][C:11](=[O:23])[C:12]2[N:13]([N:15]=[C:16]([CH2:18][OH:19])[CH:17]=2)[CH:14]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 21226445Aluminium lithium hydrideHCID 58170089Ethyl 6-(2,4-dichlorophenyl)-4-oxo-4,5-dihydropyrazolo[1,5-a]pyrazine-2-carboxylate

Product 1

HCID 58170050HCID 58170050, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

5 g (12.55 mmol) of ethyl 6-(2,4-dichlorophenyl)-4-oxo-4,5-dihydropyrazolo[1,5-a]pyrazine-2-carboxylate (Example 11A) were dissolved in 700 ml of THF, and 952 mg (25.1 mmol) of lithium aluminum hydride were added at RT. The mixture was stirred at RT for 2 h, after complete conversion methanol was added first, and the pH was then adjusted to 6 using dilute hydrochloric acid. The mixture was extracted repeatedly with ethyl acetate. Removal of the solvent gave 3.12 g (80% of theory) of the product as a solid.

Workup

  1. extractionThe mixture was extracted repeatedly with ethyl acetate
  2. customRemoval of the solvent

Sources & evidence

ORD record
ord-4bb2d76e42564f35821b836584af08b0
Source dataset
uspto-grants-2016_09
Patent number
US09434731B2

Reaction notes

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