Thionyl Chloride → 3-Chloromethyl-2-cyclopentylsulfanyl-pyridine
Reaction equation
[CH:1]1([S:6][C:7]2[C:12]([CH2:13]O)=[CH:11][CH:10]=[CH:9][N:8]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.O=S(Cl)[Cl:17]>CC#N>[Cl:17][CH2:13][C:12]1[C:7]([S:6][CH:1]2[CH2:5][CH2:4][CH2:3][CH2:2]2)=[N:8][CH:9]=[CH:10][CH:11]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
(2-Cyclopentylsulfanyl-pyridin-3-yl)-methanol (0.6 g, 2.87 mmol) obtained in Step B was dissolved in CH3CN (5 mL), and SOCl2(0.42 mL, 5.74 mmol) was added thereto at 0° C. The mixture was stirred at room temperature for 2 hours. After the termination of the reaction, the reactant was concentrated under reduced pressure to obtain the title compound, which was used in the next step without a separate purification process.
Workup
- customat 0° C
- customAfter the termination of the reaction
- concentrationthe reactant was concentrated under reduced pressure
Sources & evidence
- ORD record
- ord-3f8acd4b546548d781b3c1bae1751008
- Source dataset
- uspto-grants-2016_09
- Patent number
- US09447044B2
Reaction notes
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