Hydrochloric Acid → (R)-1-(4-trifluoromethylpyridin-2-yl)-ethylamine dihydrochloride

HRID 246015Notes

Reaction equation

HRID 246015 reaction equation
[F:1][C:2]([F:19])([F:18])[C:3]1[CH:8]=[CH:7][N:6]=[C:5]([C@H:9]([NH:11][S@@](C(C)(C)C)=O)[CH3:10])[CH:4]=1.[ClH:20].O1CCOCC1>CO>[ClH:20].[ClH:20].[F:18][C:2]([F:1])([F:19])[C:3]1[CH:8]=[CH:7][N:6]=[C:5]([C@H:9]([NH2:11])[CH3:10])[CH:4]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 71288258(R)-2-methyl-propane-2-sulfinic acid [(R)-1-(4-trifluoromethyl-pyridin-2-yl)-ethyl]-amide

Product 1

HCID 86677935(R)-1-(4-trifluoromethylpyridin-2-yl)-ethylamine dihydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of (R)-2-methyl-propane-2-sulfinic acid [(R)-1-(4-trifluoromethyl-pyridin-2-yl)-ethyl]-amide (225 mg, 0.76 mmol) in MeOH (4 mL) was added 4.0 M hydrogen chloride in dioxane (0.48 mL, 1.9 mmol). The reaction mixture was stirred at room temperature for 30 min then concentrated and dried under high vacuum to afford 225 mg of (R)-1-(4-trifluoromethyl-pyridin-2-yl)-ethylamine dihydrochloride as a viscous colorless oil which was used without further purification.

Workup

  1. concentrationthen concentrated
  2. customdried under high vacuum

Sources & evidence

ORD record
ord-fd2010156f404f32b97ee332e31151cc
Source dataset
uspto-grants-2014_02
Patent number
US08658646B2

Reaction notes

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