Hydrochloric Acid → (S)-(3-Fluoro-4-(trifluoromethyl)phenyl)(3-(trifluoromethyl)pyridin-2-yl)methanamine Hydrochloride

HRID 509326Notes

Reaction equation

HRID 509326 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C@@H:12]([C:20]2[N:25]=[CH:24][CH:23]=[CH:22]N=2)[NH:13][S@](C(C)(C)C)=O)[CH:5]=[CH:6][C:7]=1[C:8]([F:11])([F:10])[F:9].[ClH:26]>CO>[ClH:26].[F:1][C:2]1[CH:3]=[C:4]([C@@H:12]([C:20]2[C:7]([C:8]([F:11])([F:10])[F:9])=[CH:22][CH:23]=[CH:24][N:25]=2)[NH2:13])[CH:5]=[CH:6][C:7]=1[C:8]([F:9])([F:10])[F:11]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 71144263(S)-N-((S)-(3-fluoro-4-(trifluoromethyl)phenyl)-(pyrimidin-2-yl)methyl)-2-methylpropane-2-sulfinamide

Product 1

HCID 86687951(S)-(3-Fluoro-4-(trifluoromethyl)phenyl)(3-(trifluoromethyl)pyridin-2-yl)methanamine Hydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of (S)—N—((S)-(3-fluoro-4-(trifluoromethyl)phenyl)-(pyrimidin-2-yl)methyl)-2-methylpropane-2-sulfinamide (100 mg, 0.266 mmol) in MeOH (5 mL) was added hydrogen chloride (0.200 mL, 0.799 mmol) (4.0 M in 1,4-dioxane). The reaction was stirred for 2 h at rt under N2 and then concentrated in vacuo to give the amine as the hydrochloride salt which was used in the next step without further purification.

Workup

  1. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-768bb517b7ae402ea199e87b4e1f0bcf
Source dataset
uspto-grants-2015_08
Patent number
US09096527B2

Reaction notes

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