Hydrochloric Acid → HCID 58810641, compound

HRID 1409337Notes

Reaction equation

HRID 1409337 reaction equation
[OH:1][C:2]([C:5]1[NH:9][N:8]=[C:7]([C:10]([O:12]CC)=[O:11])[CH:6]=1)([CH3:4])[CH3:3].[OH-].[Na+].Cl>C(O)C.C1COCC1>[OH:1][C:2]([C:5]1[NH:9][N:8]=[C:7]([C:10]([OH:12])=[O:11])[CH:6]=1)([CH3:4])[CH3:3]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86714628HCID 86714628, compound

Product 1

HCID 58810641HCID 58810641, compoundYield 82.9%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

Ethyl 5-(2-hydroxypropan-2-yl)-1H-pyrazole-3-carboxylate (1.609 mmol, 0.319 g) was dissolved in ethanol (1 ml) and THF (4 ml). 2 M NaOH (8.05 mmol, 4.02 ml) was added and the resulting mixture was stirred overnight at RT. The reaction mixture was carefully neutralized with HCl and evaporated. The residue was dissolved in a small amount of ethanol and the salts were removed by filtration. The filtrate was evaporated. 0.227 g of the title compound was obtained. 1H-NMR (400 MHz, DMSO-d6): δ 1.39 (s, 6H), 4.72 (bs, 1H), 6.24 (s, 1H), 12.20 (bs, 1H).

Workup

  1. customevaporated
  2. dissolutionThe residue was dissolved in a small amount of ethanol
  3. customthe salts were removed by filtration
  4. customThe filtrate was evaporated

Sources & evidence

ORD record
ord-e0723a76ee8a45b79762e93c68964a03
Source dataset
uspto-grants-2014_12
Patent number
US08921378B2

Reaction notes

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