Hydrochloric Acid → (1-(3-ethoxy-5-methylphenyl)-3-(trifluoromethyl)-1H-pyrazol-5-yl)methanamine hydrochloride

HRID 1842949Notes

Reaction equation

HRID 1842949 reaction equation
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([N:11]2[C:15]([CH2:16][NH:17]C(=O)OC(C)(C)C)=[CH:14][C:13]([C:25]([F:28])([F:27])[F:26])=[N:12]2)[CH:7]=[C:8]([CH3:10])[CH:9]=1)[CH3:2].[ClH:29]>O1CCOCC1>[ClH:29].[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([N:11]2[C:15]([CH2:16][NH2:17])=[CH:14][C:13]([C:25]([F:26])([F:27])[F:28])=[N:12]2)[CH:7]=[C:8]([CH3:10])[CH:9]=1)[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 70855850tert-butyl (1-(3-ethoxy-5-methylphenyl)-3-(trifluoromethyl)-1H-pyrazol-5-yl)methylcarbamate

Product 1

HCID 70816994(1-(3-ethoxy-5-methylphenyl)-3-(trifluoromethyl)-1H-pyrazol-5-yl)methanamine hydrochlorideYield 71%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

In 6 mL of dioxane, tert-butyl (1-(3-ethoxy-5-methylphenyl)-3-(trifluormethyl)-1H-pyrazol-5-yl)methylcarbamate (354 mg, 0.886 mmol) was dissolved and hydrogen chloride in dioxane (1.44 mL, c=4 mol/L, 5.76 mml, 6.5 equiv.) was added. The reaction mixture was stirred overnight and filtered, the filtercake was washed with dioxane (2×15 mL) and dried to give (1-(3-ethoxy-5-methylphenyl)-3-(trifluoromethyl)-1H-pyrazol-5-yl)methanamine hydrochloride (211 mg, 71%).

Workup

  1. filtrationfiltered
  2. washthe filtercake was washed with dioxane (2×15 mL)
  3. customdried

Sources & evidence

ORD record
ord-0159598a8fed4acfa806b6c94619311f
Source dataset
uspto-grants-2015_02
Patent number
US08946204B2

Reaction notes

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