Thionyl Chloride → 2-Chloromethyl-3-methoxy-5-phenyl-pyrazine

HRID 1609834Notes

Reaction equation

HRID 1609834 reaction equation
[CH3:1][O:2][C:3]1[C:4]([CH2:15]O)=[N:5][CH:6]=[C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[N:8]=1.O=S(Cl)[Cl:19]>C(Cl)Cl>[Cl:19][CH2:15][C:4]1[C:3]([O:2][CH3:1])=[N:8][C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:6][N:5]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 22260379HCID 22260379, compound

Product 1

HCID 222603922-Chloromethyl-3-methoxy-5-phenyl-pyrazine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of (3-methoxy-5-phenyl-pyrazin-2-yl)-methanol (60 mg, 0.28 mmol) in DCM (5 mL) is 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 65 mg of 2-chloromethyl-3-methoxy-5-phenyl-pyrazine as an oil.

Workup

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

Sources & evidence

ORD record
ord-73644287c2e846038606a8c2b82dbad1
Source dataset
uspto-grants-2006_01
Patent number
US06982268B2

Reaction notes

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