Hydrochloric Acid → (1R)-1-[2-(trifluoromethyl)pyrimidin-5-yl]ethanamine

HRID 592286Notes

Reaction equation

HRID 592286 reaction equation
CC(S([NH:7][C@@H:8]([C:10]1[CH:11]=[N:12][C:13]([C:16]([F:19])([F:18])[F:17])=[N:14][CH:15]=1)[CH3:9])=O)(C)C.Cl>CO>[F:19][C:16]([F:17])([F:18])[C:13]1[N:12]=[CH:11][C:10]([C@H:8]([NH2:7])[CH3:9])=[CH:15][N:14]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 666614452-Methyl-N-{(1R)-1-[2-(trifluoromethyl)pyrimidin-5-yl]ethyl}propane-2-sulfinamide

Product 1

HCID 66661534(1R)-1-[2-(trifluoromethyl)pyrimidin-5-yl]ethanamineYield 98.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 2-methyl-N-{(1R)-1-[2-(trifluoromethyl)pyrimidin-5-yl]ethyl}propane-2-sulfinamide (7.23 g, 24.5 mmol) in methanol (100 mL) was added HCl (4.0 M in dioxane; 18.5 mL, 74.0 mmol). The mixture was stirred at ambient temperature. After 1 h, the mixture was concentrated to give the title compound (4.6 g).

Workup

  1. concentrationthe mixture was concentrated

Sources & evidence

ORD record
ord-6520a428d00d426cb823d9a4f28d1931
Source dataset
uspto-grants-2016_01
Patent number
US09238647B2

Reaction notes

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