Lawesson's reagent → HCID 86650257, compound

HRID 81544Notes

Reaction equation

HRID 81544 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([F:18])=[C:6]([C:8]2([CH:15]([F:17])[F:16])[NH:13][C:12](=O)[CH2:11][O:10][CH2:9]2)[CH:7]=1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:28])=CC=1>C1COCC1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([F:18])=[C:6]([C:8]2([CH:15]([F:17])[F:16])[NH:13][C:12](=[S:28])[CH2:11][O:10][CH2:9]2)[CH:7]=1

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 666657213-Morpholinone,5-(5-bromo-2-fluorophenyl)-5-(difluoromethyl)-

Product 1

HCID 86650257HCID 86650257, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 7.34 g (22.65 mmol) 5-(5-bromo-2-fluoro-phenyl)-5-difluoromethyl-morpholin-3-one and 5.19 g (12.46 mmol) Lawesson's reagent in 73 ml of THF was refluxed for 1 h. The mixture was concentrated and crystallized from DCM/hexane and recrystallized from EtOH to yield the desired product as colorless crystals.

Workup

  1. temperaturewas refluxed for 1 h
  2. concentrationThe mixture was concentrated
  3. customcrystallized from DCM/hexane
  4. customrecrystallized from EtOH

Sources & evidence

ORD record
ord-7d68ee15cf314a5998b56e8d636280a7
Source dataset
uspto-grants-2014_09
Patent number
US08846658B2

Reaction notes

Loading…