Hydrochloric Acid → HCID 86650869, compound

HRID 1677720Notes

Reaction equation

HRID 1677720 reaction equation
[Br:1][C:2]1[N:7]=[CH:6][C:5]([C@@H:8]([NH:11]S(C(C)(C)C)=O)[CH2:9][CH3:10])=[CH:4][CH:3]=1.[ClH:18].O1CCOCC1>CO.C(OCC)C>[ClH:18].[Br:1][C:2]1[N:7]=[CH:6][C:5]([C@@H:8]([NH2:11])[CH2:9][CH3:10])=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 86640810HCID 86640810, compound

Product 1

HCID 86650869HCID 86650869, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 3283Diethyl EtherSolvent

Procedure

To a solution of 2-methyl-propane-2-sulfinic acid [(S)-1-(6-bromo-pyridin-3-yl)-propyl]-amide (5.35 g, 16.8 mmol) in methanol (25 mL) was added a solution of 4 N HCl in dioxane (10.0 mL, 40.0 mmol). The mixture was monitored by TLC for the disappearance of starting material (ethyl acetate-hexanes 3:7). After 2 hours, the mixture was concentrated to near dryness to afford a white solid which was diluted with diethylether and collected by filtration to afford (S)-1-(6-bromo-pyridin-3-yl)-propylamine hydrochloride.

Workup

  1. concentrationthe mixture was concentrated
  2. customto afford a white solid which
  3. filtrationcollected by filtration

Sources & evidence

ORD record
ord-048172eda74643e1a4975993317c0845
Source dataset
uspto-grants-2011_08
Patent number
US08008327B2

Reaction notes

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