Hydrochloric Acid → (R)-2-(2,5-Difluorophenyl)pyrrolidine hydrochloride

HRID 926694Notes

Reaction equation

HRID 926694 reaction equation
[ClH:1].C([S@@]([N:8]1[CH2:12][CH2:11][CH2:10][C@@H:9]1[C:13]1[CH:18]=[C:17]([F:19])[CH:16]=[CH:15][C:14]=1[F:20])=O)(C)(C)C>O1CCOCC1>[ClH:1].[F:20][C:14]1[CH:15]=[CH:16][C:17]([F:19])=[CH:18][C:13]=1[C@H:9]1[CH2:10][CH2:11][CH2:12][NH:8]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 89618669HCID 89618669, compound

Product 1

HCID 89618473(R)-2-(2,5-Difluorophenyl)pyrrolidine hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

4M HCl solution (in Dioxane) (75 mL) was added to stirred solution of (R)-1-((S)-tert-butylsulfinyl)-2-(2,5-difluorophenyl)pyrrolidine (15 g, 52.19 mmol) in Dioxane (25 mL) and stirring was continued at 20-35° C. for 4 h. After which the reaction mixture was concentrated under reduced pressure to afford the crude product. The crude product was purified by washing with diethyl ether to afford 7.5 g of the title compound as a white solid.

Workup

  1. concentrationAfter which the reaction mixture was concentrated under reduced pressure
  2. customto afford the crude product
  3. customThe crude product was purified
  4. washby washing with diethyl ether

Sources & evidence

ORD record
ord-db971e69090b489cad9a880df9cd60d0
Source dataset
uspto-grants-2016_03
Patent number
US09289419B2

Reaction notes

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