1,4-Dioxane hydrochloride → {4-[4-Cyclopropyl-2-(2-trifluoromethoxy-phenyl)-2H-pyrazol-3-ylmethoxy]-2-methyl-phenyl}-methyl-amine

HRID 2261850Notes

Reaction equation

HRID 2261850 reaction equation
Cl.O1CCOCC1.C(O[C:13](=O)[N:14]([C:16]1[CH:21]=[CH:20][C:19]([O:22][CH2:23][C:24]2[N:25]([C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=3[O:38][C:39]([F:42])([F:41])[F:40])[N:26]=[CH:27][C:28]=2[CH:29]2[CH2:31][CH2:30]2)=[CH:18][C:17]=1[CH3:43])C)(C)(C)C>C(Cl)Cl>[CH:29]1([C:28]2[CH:27]=[N:26][N:25]([C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=3[O:38][C:39]([F:42])([F:40])[F:41])[C:24]=2[CH2:23][O:22][C:19]2[CH:20]=[CH:21][C:16]([NH:14][CH3:13])=[C:17]([CH3:43])[CH:18]=2)[CH2:31][CH2:30]1

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 57443359{4-[4-Cyclopropyl-2-(2-trifluoromethoxy-phenyl)-2H-pyrazol-3-ylmethoxy]-2-methyl-phenyl}-methyl-carbamic acid tert-butyl ester

Product 1

HCID 57443372{4-[4-Cyclopropyl-2-(2-trifluoromethoxy-phenyl)-2H-pyrazol-3-ylmethoxy]-2-methyl-phenyl}-methyl-amineYield 97%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

HCl/dioxane (4 N, 3.7 mL) is added to a solution of {4-[4-cyclopropyl-2-(2-trifluoromethoxy-phenyl)-2H-pyrazol-3-ylmethoxy]-2-methyl-phenyl}-methyl-carbamic acid tert-butyl ester (1.92 g, 3.71 mmol) in methylene chloride (40 mL) at room temperature. After 2 h of stirring, the mixture is concentrated and worked up with ethyl acetate and saturated aqueous sodium bicarbonate. The organic layers are washed with brine and dried over sodium sulfate to provide 1.50 g (97%) of the title compound as an oil. MS m/e 418.0 (M+1).

Workup

  1. concentrationthe mixture is concentrated
  2. washThe organic layers are washed with brine
  3. dry with materialdried over sodium sulfate

Sources & evidence

ORD record
ord-91cdd1b8bed441eeacf8a2e57a6cc6cc
Source dataset
uspto-grants-2010_12
Patent number
US07846960B2

Reaction notes

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