Benzyl Alcohol → 3-(Benzyloxy)-5-bromopyrazin-2-amine

HRID 2174661Notes

Reaction equation

HRID 2174661 reaction equation
[H-].[Na+].[C:3]1([CH2:9][OH:10])[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.Br[C:12]1[C:13]([NH2:19])=[N:14][CH:15]=[C:16]([Br:18])[N:17]=1>C1COCC1>[CH2:9]([O:10][C:12]1[C:13]([NH2:19])=[N:14][CH:15]=[C:16]([Br:18])[N:17]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 244Benzyl AlcoholHCID 24758Sodium hydrideHCID 6200042-Amino-3,5-dibromopyrazine

Product 1

HCID 107551623-(Benzyloxy)-5-bromopyrazin-2-amine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

NaH, 60% in oil (36.98 mg, 0.9247 mmol) was added to a solution of phenylmethanol (100 mg, 0.9247 mmol) in THF (5 mL). The mixture was stirred at ambient temperature for 20 minutes and then 3,5-dibromopyrazin-2-amine (116.9 mg, 0.4624 mmol) was added and the reaction mixture heated under microwave conditions for 20 minutes at 80° C.

Workup

  1. temperaturethe reaction mixture heated under microwave conditions for 20 minutes at 80° C.

Sources & evidence

ORD record
ord-f75c81a92d4e40a2862f900d1aafafa8
Source dataset
uspto-grants-2015_06
Patent number
US09062008B2

Reaction notes

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