Hydrochloric Acid → HCID 178524787, compound

HRID 2171310Notes

Reaction equation

HRID 2171310 reaction equation
[O:1]=[C:2]1[N:7]2[N:8]=[CH:9][CH:10]=[C:6]2[NH:5][CH:4]=[C:3]1[C:11]([O:13]CC)=[O:12].[OH-].[Na+].Cl>>[O:1]=[C:2]1[N:7]2[N:8]=[CH:9][CH:10]=[C:6]2[NH:5][CH:4]=[C:3]1[C:11]([OH:13])=[O:12]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 178469879HCID 178469879, compound

Product 1

HCID 178524787HCID 178524787, compound

Procedure

A suspension of ethyl 7-oxo-4,7-dihydropyrazolo[1,5-a]pyrimidine-6-carboxylate (1.9 g, 9.2 mmol) in 10% aq. NaOH (12 mL, 30.0 mmol) was refluxed for 2 hours. The reaction mixture was allowed to cool to room temperature; the solution was acidified to pH 3-4 with 6 M HCl. The forming precipitate was filtered, washed with water and dried to afford 7-oxo-4,7-dihydropyrazolo[1,5-a]pyrimidine-6-carboxylic acid; 1.6 g (97%). 1H NMR (300 MHz, DMSO) δ 8.53 (s, 1H), 7.94 (d, J=1.8 Hz, 1H), 6.32 (d, J=1.8 Hz, 1H). MS (ESI) m/z: 177.9 [M−H]−.

Workup

  1. temperaturewas refluxed for 2 hours
  2. filtrationThe forming precipitate was filtered
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-5d380f72dda0472a841ab51496f8310c
Source dataset
uspto-grants-2015_06
Patent number
US09051324B2

Reaction notes

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