Hydrochloric Acid → (1-(3,5-difluorophenyl)-3-(trifluoromethyl)-1H-pyrazol-5-yl)methanamine hydrochloride

HRID 1842938Notes

Reaction equation

HRID 1842938 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([N:9]2[C:13]([CH2:14][NH:15]C(=O)OC(C)(C)C)=[CH:12][C:11]([C:23]([F:26])([F:25])[F:24])=[N:10]2)[CH:5]=[C:6]([F:8])[CH:7]=1.[ClH:27]>O1CCOCC1>[ClH:27].[F:1][C:2]1[CH:3]=[C:4]([N:9]2[C:13]([CH2:14][NH2:15])=[CH:12][C:11]([C:23]([F:25])([F:24])[F:26])=[N:10]2)[CH:5]=[C:6]([F:8])[CH:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 70855599tert-butyl (1-(3,5-difluorophenyl)-3-(trifluoromethyl)-1H-pyrazol-5-yl)methylcarbamate

Product 1

HCID 86672152(1-(3,5-difluorophenyl)-3-(trifluoromethyl)-1H-pyrazol-5-yl)methanamine hydrochlorideYield 78%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

In 4 mL of dioxane, tert-butyl (1-(3,5-difluorophenyl)-3-(trifluoromethyl)-1H-pyrazol-5-yl)methylcarbamate (214 mg, 0.567 mmol, 1 equiv.) was dissolved and hydrogen chloride in dioxane (0.923 mL, c=4 mol/L, 3.69 mmo, 6.5 equiv.) was added. The reaction mixture was stirred overnight at room temperature, the precipitate was filtered out, washed with dioxane (2×15 mL) and dried to give (1-(3,5-difluorophenyl)-3-(trifluoromethyl)-1H-pyrazol-5-yl)methanamine hydrochloride (139 mg, 78%).

Workup

  1. filtrationthe precipitate was filtered out
  2. washwashed with dioxane (2×15 mL)
  3. customdried

Sources & evidence

ORD record
ord-fed9f9a5c0934233a479db4cd1cfb2a1
Source dataset
uspto-grants-2015_02
Patent number
US08946204B2

Reaction notes

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