Hydrochloric Acid → HCID 67033321, compound

HRID 539110Notes

Reaction equation

HRID 539110 reaction equation
[Si]([O:8][CH2:9][C@@H:10]([NH:18][S@](C(C)(C)C)=O)[C:11]1[CH:16]=[C:15]([CH3:17])[CH:14]=[CH:13][N:12]=1)(C(C)(C)C)(C)C.[ClH:25]>CO.O1CCOCC1>[ClH:25].[ClH:25].[NH2:18][C@@H:10]([C:11]1[CH:16]=[C:15]([CH3:17])[CH:14]=[CH:13][N:12]=1)[CH2:9][OH:8]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 67033405HCID 67033405, compound

Product 1

HCID 67033321HCID 67033321, compoundYield 106%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

(S)—N—((S)-2-(tert-butyldimethylsilyloxy)-1-(4-methylpyridin-2-yl)ethyl)-2-methylpropane-2-sulfinamide (1.10 g, 2.97 mmol) was dissolved in MeOH (15 ml), and treated with 3.7 ml of a 4.0 M hydrogen chloride solution in dioxane. The reaction was stirred at ambient temperature for 2 hours, concentrated to dryness, and stored under high vacuum overnight to provide 0.71 g (106%) of crude (S)-2-amino-2-(4-methylpyridin-2-yl)ethanol dihydrochloride which was used directly in the next step.

Workup

  1. concentrationconcentrated to dryness
  2. customstored under high vacuum overnight

Sources & evidence

ORD record
ord-962e758df5674e35b320ea45ebd6c283
Source dataset
uspto-grants-2014_10
Patent number
US08865726B2

Reaction notes

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