Hydrochloric Acid → HCID 67025428, compound

HRID 1992288Notes

Reaction equation

HRID 1992288 reaction equation
Cl.[Br:2][C:3]1[CH:4]=[C:5]([C@:9]([NH:15][S@@](C(C)(C)C)=O)([CH3:14])[CH2:10][CH:11]([OH:13])[CH3:12])[CH:6]=[CH:7][CH:8]=1>>[NH2:15][C:9]([C:5]1[CH:6]=[CH:7][CH:8]=[C:3]([Br:2])[CH:4]=1)([CH3:14])[CH2:10][C@@H:11]([OH:13])[CH3:12]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 57948926HCID 57948926, compound

Product 1

HCID 67025428HCID 67025428, compound

Procedure

A solution of hydrogen chloride (5 mL; 13 equiv; 20 mmoles) (4 M in dioxane) and (R)-2-methyl-propane-2-sulfinic acid [(S)-1-(3-bromo-phenyl)-3-hydroxy-1-methyl-butyl]-amide (570 mg, 1.6 mmoles, 1.0 equiv) as a single diastereomer is stirred for 5 minutes. The solvent is removed under reduced pressure and the residue is made basic with saturated aqueous sodium bicarbonate. The aqueous phase is extracted with dichloromethane. The organic phase is dried over sodium sulfate, filtered, and concentrated under reduced pressure to give the title compound: MS (m/z): 358, 360 (M+1).

Workup

  1. customThe solvent is removed under reduced pressure
  2. extractionThe aqueous phase is extracted with dichloromethane
  3. dry with materialThe organic phase is dried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-2d13587e7d3f4c0b833383eebb7c7adf
Source dataset
uspto-grants-2010_01
Patent number
US07648983B2

Reaction notes

Loading…