Benzyl Alcohol → 2-(benzyloxy)-6-chloropyrazine

HRID 1685493Notes

Reaction equation

HRID 1685493 reaction equation
[CH2:1]([OH:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CC(C)([O-])C.[K+].[Cl:15][C:16]1[CH:21]=[N:20][CH:19]=[C:18](Cl)[N:17]=1>CS(C)=O>[CH2:1]([O:8][C:18]1[CH:19]=[N:20][CH:21]=[C:16]([Cl:15])[N:17]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 244Benzyl AlcoholHCID 785042,6-DichloropyrazineHCID 23665647Potassium tert-butoxide

Product 1

HCID 117461652-(benzyloxy)-6-chloropyrazine

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

Benzylalcohol (500 μL, 7.83 mmol) and potassium tert-butoxide (222.4 mg, 1.82 mmol) in anhydrous DMSO (1 mL) were reacted with 2,6-dichloropyrazine (149.7 mg, 1.00 mmol) as described in Example 19B to afford the title compound. MS (DCI/NH3) m/z 221 (M+H)+.

Sources & evidence

ORD record
ord-5cb0e00e54de4434a7ead7f80137f639
Source dataset
uspto-grants-2012_04
Patent number
US08148408B2

Reaction notes

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