Hydrochloric Acid → (S)-1-(2-methanesulfonyl-thiazol-5-yl)-propylamine hydrochloride

HRID 2198161Notes

Reaction equation

HRID 2198161 reaction equation
[CH3:1][S:2]([C:5]1[S:6][C:7]([C@@H:10]([NH:13]S(C(C)(C)C)=O)[CH2:11][CH3:12])=[CH:8][N:9]=1)(=[O:4])=[O:3].[ClH:20]>CO.O1CCOCC1>[ClH:20].[CH3:1][S:2]([C:5]1[S:6][C:7]([C@@H:10]([NH2:13])[CH2:11][CH3:12])=[CH:8][N:9]=1)(=[O:3])=[O:4]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 667274522-methyl-propane-2-sulfinic acid [(S)-1-(2-methanesulfonyl-thiazol-5-yl)-propyl]amide

Product 1

HCID 66727345(S)-1-(2-methanesulfonyl-thiazol-5-yl)-propylamine hydrochloride

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of 2-methyl-propane-2-sulfinic acid [(S)-1-(2-methanesulfonyl-thiazol-5-yl)-propyl]-amide (80 mg, 0.3 mmol) in methanol (5 mL) was added a 4 N solution of hydrochloric acid (1 mL, 4 mmol) in dioxane. After 1 hour, the mixture was concentrated and diluted with dichloromethane (2 mL) followed by hexanes (10 mL), and concentrated to afford (S)-1-(2-methanesulfonyl-thiazol-5-yl)-propylamine hydrochloride.

Workup

  1. concentrationthe mixture was concentrated
  2. additiondiluted with dichloromethane (2 mL)
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-9cc2065e08b84164af56a17717695dde
Source dataset
uspto-grants-2012_12
Patent number
US08338610B2

Reaction notes

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