Hydrochloride methanol → N-{4-[(1R)-1-aminoethyl]-2-methylphenyl)methanesulfonamide hydrochloride

HRID 230586

Reaction equation

HRID 230586 reaction equation
C([S@]([NH:7][C@@H:8]([C:10]1[CH:15]=[CH:14][C:13]([NH:16][S:17]([CH3:20])(=[O:19])=[O:18])=[C:12]([CH3:21])[CH:11]=1)[CH3:9])=O)(C)(C)C.[ClH:22].CO>O1CCOCC1>[ClH:22].[NH2:7][C@@H:8]([C:10]1[CH:15]=[CH:14][C:13]([NH:16][S:17]([CH3:20])(=[O:19])=[O:18])=[C:12]([CH3:21])[CH:11]=1)[CH3:9]

Participants

4

Reactant 2

HCID 21893726Hydrochloride methanolHCID 58640404N-[4-((1R)-1-{[(R)-tert-butylsulfinyl]amino}ethyl)-2-methylphenyl]methanesulfonamide

Product 1

HCID 21097519N-{4-[(1R)-1-aminoethyl]-2-methylphenyl)methanesulfonamide hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To N-[4-((1R)-1-{[(R)-tert-butylsulfinyl]amino}ethyl)-2-methylphenyl]methanesulfonamide (530 mg, 1.60 mmol) was added HCl-methanol (2.0 M, 5.0 mL) and 1,4-dioxane (5.0 mL). The solution was stirred at room temperature for 30 minutes and then concentrated in vacuo. Diethyl ether was added to precipitate amine hydrochloride. The precipitate was then filtered and washed with diethyl ether (450 mg, quant) to furnish the title compound as a white solid.

Workup

  1. concentrationconcentrated in vacuo
  2. additionDiethyl ether was added
  3. customto precipitate amine hydrochloride
  4. filtrationThe precipitate was then filtered
  5. washwashed with diethyl ether (450 mg, quant)

Sources & evidence

ORD record
ord-a0458d0345a94e5f8c4dcca15465382a
Source dataset
uspto-grants-2009_07
Patent number
US07566739B2

Linked notes

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