Benzyl mercaptan → HCID 68183412, compound

HRID 513711Notes

Reaction equation

HRID 513711 reaction equation
Br[C:2]1[CH:3]=[N:4][CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1.C([O-])([O-])=O.[K+].[K+].[CH2:18]([SH:25])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>CS(C)=O>[CH2:18]([S:25][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

5

Reactant 3

HCID 7509Benzyl mercaptanHCID 11430Potassium CarbonateHCID 111279913-Bromo-5-(trifluoromethyl)pyridine

Product 1

HCID 68183412HCID 68183412, compoundYield 25.7%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

In a similar fashion using route 38 general procedure 92, 3-bromo-5-(trifluoromethyl)pyridine (400 mg, 1.76 mmol), K2CO3 (366 mg, 2.65 mmol), benzylmercaptan (330 mg, 2.65 mmol) and DMSO (3.2 ml) at 150° C. for 4 h in sealed tube gave the title compound (122 mg, 25%) after purification by column chromatography with n-hexane/EtOAc (99:1) as the eluent.

Workup

  1. customat 150° C.
  2. customfor 4 h

Sources & evidence

ORD record
ord-bcf43981183b466cb50f7bd5e0a3c251
Source dataset
uspto-grants-2015_08
Patent number
US09102688B2

Reaction notes

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