Hydrochloric Acid → 1-[6-(2,2,2-Trifluoroethoxy)-pyridin-3-yl]-ethylamine hydrochloride

HRID 623423Notes

Reaction equation

HRID 623423 reaction equation
CC([S@]([NH:7][CH:8]([C:10]1[CH:11]=[N:12][C:13]([O:16][CH2:17][C:18]([F:21])([F:20])[F:19])=[CH:14][CH:15]=1)[CH3:9])=O)(C)C.[ClH:22]>CO>[ClH:22].[F:21][C:18]([F:19])([F:20])[CH2:17][O:16][C:13]1[N:12]=[CH:11][C:10]([CH:8]([NH2:7])[CH3:9])=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67510902(R)-2-methyl-N-(1-(6-(2,2,2-trifluoroethoxy)pyridin-3-yl)ethyl)propane-2-sulfinamide

Product 1

HCID 675094131-[6-(2,2,2-Trifluoroethoxy)-pyridin-3-yl]-ethylamine hydrochlorideYield 90%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

(R)-2-methyl-N-(1-(6-(2,2,2-trifluoroethoxy)pyridin-3-yl)ethyl)propane-2-sulfinamide (single diastereomer) (6.15 g, 18.9 mmol, Step-4) is dissolved in 8M hydrochloric acid in methanol (20 mL). The mixture is stirred at room temperature for 2 hours. The reaction mixture is concentrated under reduced pressure. The residue is crystallized from n-hexane/ethyl acetate to give 4.40 g (90% yield) of the title compound as a white solid.

Workup

  1. concentrationThe reaction mixture is concentrated under reduced pressure
  2. customThe residue is crystallized from n-hexane/ethyl acetate

Sources & evidence

ORD record
ord-320273e8b8a040149e0210c366ad8b7e
Source dataset
uspto-grants-2016_04
Patent number
US09302991B2

Reaction notes

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