Hydrochloric Acid → HCID 66727499, compound

HRID 1423056Notes

Reaction equation

HRID 1423056 reaction equation
[CH3:1][S:2]([C:5]1[CH:10]=[C:9]([C@@H:11]([NH:13]S(C(C)(C)C)=O)[CH3:12])[CH:8]=[CH:7][N:6]=1)(=[O:4])=[O:3].[ClH:20].O1CCOCC1>CO>[ClH:20].[CH3:1][S:2]([C:5]1[CH:10]=[C:9]([C@@H:11]([NH2:13])[CH3:12])[CH:8]=[CH:7][N:6]=1)(=[O:4])=[O:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 66727614HCID 66727614, compound

Product 1

HCID 66727499HCID 66727499, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 2-methyl-propane-2-sulfinic acid [(S)-1-(2-methanesulfonyl-pyridin-4-yl)-ethyl]-amide (29.9 g, 98.2 mmol) in methanol (160 mL) is added a solution of 4 N HCl in dioxane (25.8 mL, 103 mmol). After 1 hour, the solution is concentrated to half the original volume and diluted with toluene (100 mL), and concentrated. The crude material is diluted with toluene (3×100 mL) and concentrated in vacuo and dried in vacuo for 18 hours to afford the title compound as a solid which is used without further purification.

Workup

  1. concentrationthe solution is concentrated to half the original volume
  2. additiondiluted with toluene (100 mL)
  3. concentrationconcentrated
  4. additionThe crude material is diluted with toluene (3×100 mL)
  5. concentrationconcentrated in vacuo
  6. customdried in vacuo for 18 hours

Sources & evidence

ORD record
ord-34533d48b87441bb89a39edc71d62825
Source dataset
uspto-grants-2015_01
Patent number
US08927550B2

Reaction notes

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