Thionyl Chloride → 6-Chloro-3-chloromethyl-4-cyclopentyloxy-2-methyl-pyridine hydrochloride salt

HRID 1392676Notes

Reaction equation

HRID 1392676 reaction equation
[Cl:1][C:2]1[N:7]=[C:6]([CH3:8])[C:5]([CH2:9]O)=[C:4]([O:11][CH:12]2[CH2:16][CH2:15][CH2:14][CH2:13]2)[CH:3]=1.S(Cl)([Cl:19])=O>>[ClH:1].[Cl:1][C:2]1[N:7]=[C:6]([CH3:8])[C:5]([CH2:9][Cl:19])=[C:4]([O:11][CH:12]2[CH2:16][CH2:15][CH2:14][CH2:13]2)[CH:3]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 59678334(6-Chloro-4-cyclopentoxy-2-methyl-pyridin-3-yl)-methanol

Product 1

HCID 865939866-Chloro-3-chloromethyl-4-cyclopentyloxy-2-methyl-pyridine hydrochloride salt

Procedure

To a solution of (6-chloro-4-cyclopentoxy-2-methyl-pyridin-3-yl)-methanol (3.5 g, 14.5 mmol), a solution of thionyl chloride (2.0 M solution in methylene chloride, 72 mL, 144 mmol) is added, and the mixture is stirred for 2 hours at ambient temperature. All volatiles are removed in vacuo to afford 6-chloro-3-chloromethyl-4-cyclopentyloxy-2-methyl-pyridine hydrochloride salt as a white powder.

Workup

  1. customAll volatiles are removed in vacuo

Sources & evidence

ORD record
ord-a1955cbee48146308a8b167466046a45
Source dataset
uspto-grants-2008_03
Patent number
US07342115B2

Reaction notes

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