Hydrochloric Acid → 3-(4,5,6,7-Tetrahydropyrazolo[1,5-a]pyrimidin-3-yl)propionic acid

HRID 349562Notes

Reaction equation

HRID 349562 reaction equation
[N:1]1[N:5]2[CH2:6][CH2:7][CH2:8][NH:9][C:4]2=[C:3]([CH2:10][CH2:11][C:12]([O:14]CC)=[O:13])[CH:2]=1.Cl>[OH-].[Na+]>[N:1]1[N:5]2[CH2:6][CH2:7][CH2:8][NH:9][C:4]2=[C:3]([CH2:10][CH2:11][C:12]([OH:14])=[O:13])[CH:2]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 135732757Ethyl 3-(4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidin-3-yl)propionate

Product 1

HCID 1357327613-(4,5,6,7-Tetrahydropyrazolo[1,5-a]pyrimidin-3-yl)propionic acid

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

A mixture of ethyl 3-(4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidin-3-yl)propionate (20 g) and 1 mol/l aqueous sodium hydroxide solution (100 ml) was stirred at room temperature for 16 hours. The reaction mixture was neutralized with concentrated hydrochloric acid, and the mixture was concentrated in vacuo. The residue was dissolved in methanol, and the insoluble sodium chloride was removed by filtration. The filtrate was concentrated in vacuo to give crude 3-(4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidin-3-yl)propionic acid as an oil. This product was used in the next step without further purification.

Workup

  1. concentrationthe mixture was concentrated in vacuo
  2. dissolutionThe residue was dissolved in methanol
  3. customthe insoluble sodium chloride was removed by filtration
  4. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-1c362bc72d6044f6afe6aa9012557b6d
Source dataset
uspto-grants-2007_02
Patent number
US07179801B2

Reaction notes

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