Hydrochloric Acid → 1-(1-Methyl-1H-pyrazol-4-yl)-2-piperazinone

HRID 1890813Notes

Reaction equation

HRID 1890813 reaction equation
[CH3:1][N:2]1[CH:6]=[C:5]([N:7]2[CH2:12][CH2:11][N:10](C(OC(C)(C)C)=O)[CH2:9][C:8]2=[O:20])[CH:4]=[N:3]1.Cl>C(OCC)(=O)C>[CH3:1][N:2]1[CH:6]=[C:5]([N:7]2[CH2:12][CH2:11][NH:10][CH2:9][C:8]2=[O:20])[CH:4]=[N:3]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67153719tert-butyl 4-(1-methyl-1H-pyrazol-4-yl)-3-oxopiperazine-1-carboxylate

Product 1

HCID 642634441-(1-Methyl-1H-pyrazol-4-yl)-2-piperazinone

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
0 °C

Procedure

tert-Butyl 4-(1-methyl-1H-pyrazol-4-yl)-3-oxopiperazine-1-carboxylate (0.058 g, 0.21 mmol) was suspended in ethyl acetate (2 mL), cooled to 0° C., and saturated with gaseous hydrogen chloride. The mixture was warmed to ambient temperature and after 18 hours, concentrated in vacuo. The mixture was treated with sodium bicarbonate (aqueous saturated), washed with a 10% solution of methanol in dichloromethane (3×), filtered, and concentrated in vacuo, providing the titled.

Workup

  1. temperatureThe mixture was warmed to ambient temperature and after 18 hours
  2. concentrationconcentrated in vacuo
  3. additionThe mixture was treated with sodium bicarbonate (aqueous saturated)
  4. washwashed with a 10% solution of methanol in dichloromethane (3×)
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customproviding the

Sources & evidence

ORD record
ord-03a10d14147d480282fb635f1ec82d8f
Source dataset
uspto-grants-2013_08
Patent number
US08507494B2

Reaction notes

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