Hydrochloric Acid → HCID 178504790, compound

HRID 1961517Notes

Reaction equation

HRID 1961517 reaction equation
[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12]2[N:16](COCC[Si](C)(C)C)[N:15]=[CH:14][C:13]=2[C:25]#[N:26])=[CH:7][CH:6]=1)(=[O:4])=[O:3].Cl.C([O-])(O)=O.[Na+]>C(O)C>[CH3:1][S:2]([C:5]1[CH:6]=[CH:7][C:8]([NH:11][C:12]2[C:13]([C:25]#[N:26])=[CH:14][NH:15][N:16]=2)=[CH:9][CH:10]=1)(=[O:3])=[O:4]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 58285169HCID 58285169, compound

Product 1

HCID 178504790HCID 178504790, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

5-{[4-(methylsulfonyl)phenyl]amino}-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrazole-4-carbonitrile (0.82 g, 2.089 mmol) was stirred in ethanol (40 mL)/2 N HCl (40 mL) at 80° C. for 2 hours. Room temperature was attained, saturated NaHCO3 was added and the products extracted into EtOAc (×2). The combined organic extracts were washed with brine, dried over MgSO4 and concentrated in vacuo to give 3-{[4-(methylsulfonyl)phenyl]amino}-1H-pyrazole-4-carbonitrile as a pale yellow solid.

Workup

  1. customRoom temperature
  2. extractionthe products extracted into EtOAc (×2)
  3. washThe combined organic extracts were washed with brine
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-0625b12b39de4a479abbc8eee1c4d615
Source dataset
uspto-grants-2013_04
Patent number
US08415346B2

Reaction notes

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