Hydrochloric Acid → HCID 58356450, compound

HRID 244630Notes

Reaction equation

HRID 244630 reaction equation
[CH3:1][CH:2]([N:4]1[C:8]([C:9]([O:11]C(C)(C)C)=[O:10])=[CH:7][C:6]([CH2:16][N:17]2[CH2:22][CH2:21][O:20][CH2:19][CH2:18]2)=[N:5]1)[CH3:3].Cl>O1CCOCC1.O>[CH3:3][CH:2]([N:4]1[C:8]([C:9]([OH:11])=[O:10])=[CH:7][C:6]([CH2:16][N:17]2[CH2:18][CH2:19][O:20][CH2:21][CH2:22]2)=[N:5]1)[CH3:1]

Participants

5

Reactant 2

HCID 313Hydrochloric Acid2×HCID 58356406HCID 58356406, compound

Product 1

HCID 58356450HCID 58356450, compoundYield 99.8%

Reagents, catalysts & solvents 2

HCID 962WaterCatalystHCID 312751,4-DioxaneSolvent3×

Procedure

1,1-Dimethylethyl 1-(1-methylethyl)-3-(4-morpholinylmethyl)-1H-pyrazole-5-carboxylate (628 mg) was dissolved in 1,4-dioxane (2 ml). 4M Hydrogen chloride in 1,4 dioxane (5 ml) was added and the mixture was stirred at RT under nitrogen. After 24 h further 4M hydrogen chloride in 1,4 dioxane (3 ml) was added and the mixture was stirred at RT for 72 h. One drop of water was added and the mixture was stirred at RT for 24 h. The solvent was removed in vacuo, toluene (20 ml) was added and removed in vacuo to give a white solid. The solid was dried in a vacuum oven over-night to give the title compound (513 mg) as a white solid.

Workup

  1. stirringthe mixture was stirred at RT for 72 h
  2. stirringthe mixture was stirred at RT for 24 h
  3. customThe solvent was removed in vacuo, toluene (20 ml)
  4. additionwas added
  5. customremoved in vacuo
  6. customto give a white solid
  7. customThe solid was dried in a vacuum oven over-night

Sources & evidence

ORD record
ord-d5684ed470064cc1a5ec44bd989e2aea
Source dataset
uspto-grants-2014_02
Patent number
US08658635B2

Reaction notes

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