Hydrochloric Acid → HCID 67110859, compound

HRID 540792Notes

Reaction equation

HRID 540792 reaction equation
[CH:1]([N:3]1[C:7]([O:8][C:9]2[CH:14]=[CH:13][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:11][CH:10]=2)=[CH:6][C:5]([C:19]2[CH:20]=[C:21]([C:25]3([NH:29]S(C(C)(C)C)=O)[CH2:28][O:27][CH2:26]3)[CH:22]=[CH:23][CH:24]=2)=[N:4]1)=[CH2:2].Cl.O1CCOCC1.C([O-])(O)=O.[Na+]>CO>[CH:1]([N:3]1[C:7]([O:8][C:9]2[CH:14]=[CH:13][C:12]([C:15]([F:16])([F:17])[F:18])=[CH:11][CH:10]=2)=[CH:6][C:5]([C:19]2[CH:20]=[C:21]([C:25]3([NH2:29])[CH2:28][O:27][CH2:26]3)[CH:22]=[CH:23][CH:24]=2)=[N:4]1)=[CH2:2]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 516892Sodium BicarbonateHCID 69933055HCID 69933055, compound

Product 1

HCID 67110859HCID 67110859, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A stirred solution of N-{3-[3-(1-ethenyl-5-(4-trifluoromethylphenoxy)-1H-pyrazol-3-yl)phenyl]oxetan-3-yl}tert-butylsulfinamide (1.63 g, 3.22 mmol) in 40 mL of methanol was cooled in an ice bath. 4M HCl in dioxane (3.2 mL, 13 mmol) was added and the mixture was stirred for 45 min. Saturated aqueous NaHCO3 solution was added and mixture was warmed to ambient temperature and extracted with EtOAc. The EtOAc layer was washed with brine, dried over MgSO4, filtered, and the solvent was removed under reduced pressure to give 3-(3-{1-ethenyl-5-[4-(trifluoromethyl)phenoxy]-1H-pyrazol-3-yl}phenyl)oxetan-3-amine as an oil. Calcd (M+1)+: 402.4. Found: 402.8

Workup

  1. extractionextracted with EtOAc
  2. washThe EtOAc layer was washed with brine
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-a6da1411cc9a4fc2a81e084bfefba6cb
Source dataset
uspto-grants-2014_10
Patent number
US08871796B2

Reaction notes

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