1,4-Dioxane hydrochloride → N-(5-((1R,2S)-2-(3,5-Dimethoxybenzylamino)-1-hydroxypropyl)-2-hydroxyphenyl)methanesulfonamide

HRID 1685896Notes

Reaction equation

HRID 1685896 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:24]=[C:25]([O:27][CH3:28])[CH:26]=1)[CH2:6][NH:7][C@@H:8]([CH3:23])[C@@H:9]([C:11]1[CH:12]=[CH:13][C:14]([OH:22])=[C:15]([NH:17][S:18]([CH3:21])(=[O:20])=[O:19])[CH:16]=1)[OH:10].[ClH:29].O1CCOCC1>O1CCOCC1>[ClH:29].[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:24]=[C:25]([O:27][CH3:28])[CH:26]=1)[CH2:6][NH:7][C@@H:8]([CH3:23])[C@@H:9]([C:11]1[CH:12]=[CH:13][C:14]([OH:22])=[C:15]([NH:17][S:18]([CH3:21])(=[O:20])=[O:19])[CH:16]=1)[OH:10]

Participants

5

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 58280637N-(5-((1R,2S)-2-(3,5-Dimethoxybenzylamino)-1-hydroxypropyl)-2-hydroxyphenyl)methanesulfonamide

Product 2

HCID 313Hydrochloric AcidHCID 58280637N-(5-((1R,2S)-2-(3,5-Dimethoxybenzylamino)-1-hydroxypropyl)-2-hydroxyphenyl)methanesulfonamideYield 55%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To the dioxane solution (1 mL) of the obtained amine (5) (47 mg, 0.11 mmol) was added 4N hydrochloric acid/dioxane solution (0.04 mL) and the resulting mixture was freeze-dried to obtain hydrochloric acid salt of the amine (5) as a white solid (27 mg, Yield: 55%).

Workup

  1. customthe resulting mixture was freeze-dried

Sources & evidence

ORD record
ord-05a19fbff5444fa489f8be26ec6537a2
Source dataset
uspto-grants-2012_04
Patent number
US08148427B2

Reaction notes

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