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

HRID 2067992Notes

Reaction equation

HRID 2067992 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>[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

4

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 hydrochlorideYield 98%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 2-methyl-propane-2-sulfinic acid [(S)-1-(2-methanesulfonyl-thiazol-5-yl)-propyl]-amide (80 mg, 0.25 mmol) in methanol (5 mL) was treated with hydrochloric acid (4 N in dioxane, 1 mL, 4 mmol). The mixture was stirred at room temp. for 1 h and then concentrated. The residue was taken up in dichloromethane (2 mL) and diluted with hexanes (10 mL). Concentration gave (S)-1-(2-Methanesulfonyl-thiazol-5-yl)-propylamine hydrochloride (62 mg, 98%) as a yellow hygroscopic solid, that was used without further purification.

Workup

  1. concentrationconcentrated
  2. additiondiluted with hexanes (10 mL)
  3. concentrationConcentration

Sources & evidence

ORD record
ord-56501498546042d3a9bb56c1944f71b0
Source dataset
uspto-grants-2012_10
Patent number
US08293917B2

Reaction notes

Loading…