Thionyl Chloride → 2-(Chloromethyl)-6-(2,2,2-trifluoroethoxy)pyridine
Reaction equation
[F:1][C:2]([F:14])([F:13])[CH2:3][O:4][C:5]1[N:10]=[C:9]([CH2:11]O)[CH:8]=[CH:7][CH:6]=1.S(Cl)([Cl:17])=O>C(Cl)Cl>[Cl:17][CH2:11][C:9]1[CH:8]=[CH:7][CH:6]=[C:5]([O:4][CH2:3][C:2]([F:14])([F:13])[F:1])[N:10]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of (6-(2,2,2-trifluoroethoxy)pyridin-2-yl)methanol (0.32 g, 1.55 mmol, Step-3), and thionyl chloride (0.23 mL, 3.10 mmol) in DCM (16 mL) is stirred at rt for 1 hour. The organic solvent is concentrated under reduced pressure and dried to give 0.35 g (>99% yield) of the title compound as yellow oil. This material is used for the next reaction (Step-5) without further purification.
Workup
- concentrationThe organic solvent is concentrated under reduced pressure
- customdried
Sources & evidence
- ORD record
- ord-fedca559a2ba4649bcc36cf81ca3be0b
- Source dataset
- uspto-grants-2015_11
- Patent number
- US09187475B2
Reaction notes
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