2-(2-Naphthoxy)ethanol → 2-Chloro-3-[2-(2-naphthyloxy)ethoxy]pyrazine

HRID 493259

Reaction equation

HRID 493259 reaction equation
[H-].[Na+].[CH:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:6]=[CH:5][C:4]=1[O:13][CH2:14][CH2:15][OH:16].[Cl:17][C:18]1[C:23](Cl)=[N:22][CH:21]=[CH:20][N:19]=1>O1CCOCC1>[Cl:17][C:18]1[C:23]([O:16][CH2:15][CH2:14][O:13][C:4]2[CH:5]=[CH:6][C:7]3[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=3)[CH:3]=2)=[N:22][CH:21]=[CH:20][N:19]=1

Participants

5

Reactant 3

HCID 71312-(2-Naphthoxy)ethanolHCID 24758Sodium hydrideHCID 785752,3-Dichloropyrazine

Product 1

HCID 235095652-Chloro-3-[2-(2-naphthyloxy)ethoxy]pyrazine

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
40 °C

Procedure

Sodium hydride (55% dispersion in mineral oil; 44 mg, 1.0 mmol) was added to a mixture of 2-(2-naphthoxy)ethanol (188 mg, 1.00 mmol) and 2,3-dichloropyrazine (149 mg, 1.00 mmol) in dioxane (0.5 mL), and the reaction mixture was stirred at 40° C. for 15 h. The crude material was used directly in Step 2.

Sources & evidence

ORD record
ord-bfed6779a35d4e33a019655fe10f3cc9
Source dataset
uspto-grants-2009_05
Patent number
US07534794B2

Linked notes

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