Hydrochloric Acid → HCID 118046734, compound

HRID 595986Notes

Reaction equation

HRID 595986 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C@H:10]([NH:13][S@@](C(C)(C)C)=O)[CH:11]=[CH2:12])[CH:5]=[C:6]([CH2:8][F:9])[CH:7]=1.Cl>CO>[F:1][C:2]1[CH:3]=[C:4]([C@H:10]([NH2:13])[CH:11]=[CH2:12])[CH:5]=[C:6]([CH2:8][F:9])[CH:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 118045947HCID 118045947, compound

Product 1

HCID 118046734HCID 118046734, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

(R)—N—((R)-1-(3-fluoro-5-(fluoromethyl)phenyl)allyl)-2-methylpropane-2-sulfinamide (660 mg, 2.297 mmol) in MeOH (7.66 mL), was added HCl (4 M in dioxane) (5.742 mL, 22.97 mmol) at 0° C., the reaction mixture was stirred at room temperature for 2 h, The reaction mixture was concentrated to dryness. Sat. Na2CO3 was added, the reaction mixture was then extracted by EtOAc. The organic was dried and concentrated to yield the crude product. The crude product was used in next step reaction without purification. LCMS (m/z): 184.1 (MH+), 0.40 min.

Workup

  1. concentrationThe reaction mixture was concentrated to dryness
  2. additionSat. Na2CO3 was added
  3. extractionthe reaction mixture was then extracted by EtOAc
  4. customThe organic was dried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-60ca020249fc49ed8034b236154bf4ad
Source dataset
uspto-grants-2016_01
Patent number
US09242996B2

Reaction notes

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