Thionyl Chloride → 3-Chloromethyl-2-cyclopentylsulfanyl-pyridine

HRID 62846Notes

Reaction equation

HRID 62846 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]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 90118080(2-Cyclopentylsulfanyl-pyridin-3-yl)-methanol

Product 1

HCID 901182833-Chloromethyl-2-cyclopentylsulfanyl-pyridine

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

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

  1. customat 0° C
  2. customAfter the termination of the reaction
  3. 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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