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

HRID 2370764Notes

Reaction equation

HRID 2370764 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-9ed7bf3204684ed0ae5f1f487fde4a13
Source dataset
uspto-grants-2014_04
Patent number
US08710043B2

Reaction notes

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