Hydrochloric Acid → HCID 66727499, compound

HRID 559764Notes

Reaction equation

HRID 559764 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) was added a solution of 4 N HCl in dioxane (25.8 mL, 103 mmol). After 1 hour, the solution was concentrated to half the original volume and diluted with toluene (100 mL), and concentrated. The crude material was diluted with toluene (3×100 mL) and concentrated in vacuo and dried in vacuo for 18 hours to afford the title compound as an off-white solid which was used without further purification.

Workup

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

Sources & evidence

ORD record
ord-bec3ee5bfad94ec4b096e3d45d9b13d1
Source dataset
uspto-grants-2011_11
Patent number
US08063065B2

Reaction notes

Loading…