Thionyl Chloride → 3-Chloro-2-chloromethyl-5-methoxy-pyrazine

HRID 1609849Notes

Reaction equation

HRID 1609849 reaction equation
[Cl:1][C:2]1[C:3]([CH2:10]O)=[N:4][CH:5]=[C:6]([O:8][CH3:9])[N:7]=1.O=S(Cl)[Cl:14]>C(Cl)Cl>[Cl:1][C:2]1[C:3]([CH2:10][Cl:14])=[N:4][CH:5]=[C:6]([O:8][CH3:9])[N:7]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 222603873-Chloro-5-methoxy-2-pyrazinemethanol

Product 1

HCID 222603773-Chloro-2-chloromethyl-5-methoxy-pyrazine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of (3-chloro-5-methoxy-pyrazin-2-yl)-methanol (100 mg, 0.57 mmol) in DCM (5 mL) was added SOCl2 (5 eq) at room temperature. The mixture is stirred at room temperature for an additional one hour. Solvent and volatile materials are removed in vacuo to dryness to give 110 mg of 3-chloro-2-chloromethyl-5-methoxy-pyrazine as an oil.

Workup

  1. customSolvent and volatile materials are removed in vacuo to dryness

Sources & evidence

ORD record
ord-1909967bf9094e34aee28c05ecd39fd7
Source dataset
uspto-grants-2006_01
Patent number
US06982268B2

Reaction notes

Loading…