Sodium hydride → 2-Chloro-6-[(3,5-Difluorobenzyl)Oxy]Pyrazine

HRID 1357570Notes

Reaction equation

HRID 1357570 reaction equation
Cl[C:2]1[CH:7]=[N:6][CH:5]=[C:4]([Cl:8])[N:3]=1.[F:9][C:10]1[CH:11]=[C:12]([CH:15]=[C:16]([F:18])[CH:17]=1)[CH2:13][OH:14].[H-].[Na+]>>[Cl:8][C:4]1[CH:5]=[N:6][CH:7]=[C:2]([O:14][CH2:13][C:12]2[CH:11]=[C:10]([F:9])[CH:17]=[C:16]([F:18])[CH:15]=2)[N:3]=1

Participants

4

Reactant 3

HCID 24758Sodium hydrideHCID 785042,6-DichloropyrazineHCID 5227213,5-Difluorobenzyl alcohol

Product 1

HCID 181867952-Chloro-6-[(3,5-Difluorobenzyl)Oxy]Pyrazine

Procedure

The title compound was prepared according to the procedure of example 4, step 1 starting from 2,6-dichloropyrazine (444 mg, 3.00 mmol), 3,5-difluorobenzyl alcohol (475 mg, 3.30 mmol) and NaH (55% in mineral oil, 144 mg, 3.30 mmol). The solid product was collected, washed with water, and dried to give 0.77 g (100%) of the crude product that was used directly in the next step. An analytical sample was recrystallized from diethyl ether/hexane: mp 70-71° C. MS m/z 257 (M+H)+. Anal. (C11H7ClFN2O) C, H, N.

Workup

  1. customThe solid product was collected
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-c0998d7c955c446591f1a4a14540575a
Source dataset
uspto-grants-2003_07
Patent number
US06593330B2

Reaction notes

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