Hydrochloric Acid → HCID 86730200, compound

HRID 1850172Notes

Reaction equation

HRID 1850172 reaction equation
[F:1][CH:2]([F:19])[C:3]1[CH:8]=[CH:7][C:6]([C@@H:9]([NH:11][S@@](C(C)(C)C)=O)[CH3:10])=[C:5]([F:18])[CH:4]=1.Cl.C(OCC)C>O1CCOCC1>[F:19][CH:2]([F:1])[C:3]1[CH:8]=[CH:7][C:6]([C@@H:9]([NH2:11])[CH3:10])=[C:5]([F:18])[CH:4]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 86730199HCID 86730199, compound

Product 1

HCID 86730200HCID 86730200, compoundYield 99.9%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To (R)—N—((S)-1-(4-(difluoromethyl)-2-fluorophenyl)ethyl)-2-methylpropane-2-sulfinamide (160 mg, 0.545 mmol) was added 4M HCl in dioxane (409 μL) to give a yellow solution. The resulting mixture was stirred at room temperature for ˜1 hour. To the mixture was added slowly diethylether (˜20 mL). The solids were filtered off, suspended in diethylether, filtered off and rinsed with diethylether, dried under reduced pressure providing (S)-1-(4-(difluoromethyl)-2-fluorophenyl)ethanamine (103 mg) as an off-white solid, which was used without further purification. LCMS m/z 190.1 (M+H)+, Rt 0.42 min.

Workup

  1. customto give a yellow solution
  2. filtrationThe solids were filtered off
  3. filtrationfiltered off
  4. washrinsed with diethylether
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-809c98098f184cc798f14550e2d33c5e
Source dataset
uspto-grants-2015_02
Patent number
US08957068B2

Reaction notes

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