Pyridine → Phenyl 3-methylpyrazin-2-ylcarbamate

HRID 1666359Notes

Reaction equation

HRID 1666359 reaction equation
[NH2:1][C:2]1[C:7]([CH3:8])=[N:6][CH:5]=[CH:4][N:3]=1.CC#N.N1C=CC=CC=1.[C:18]1([O:24][C:25](Cl)=[O:26])[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>C1COCC1>[CH3:8][C:7]1[C:2]([NH:1][C:25](=[O:26])[O:24][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[N:3][CH:4]=[CH:5][N:6]=1

Participants

6

Reactant 4

HCID 1049PyridineHCID 6342AcetonitrileHCID 15891Phenyl chloroformateHCID 3022842-Amino-3-methylpyrazine

Product 1

HCID 66875712Phenyl 3-methylpyrazin-2-ylcarbamate

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 2-amino-3-methyl-pyrazine (1.50 g, 1.37 mmol) in a mix of 1:2 THF:MeCN (30 mL), and pyridine (0.664 g, 1.44 mmol) was treated dropwise with phenylchloroformate (1.3 g, 1.44 mmol) in THF (10 mL). After stirring for 18 h, the reaction mixture was concentrated in vacuo to a solid and was used without further purification.

Workup

  1. concentrationthe reaction mixture was concentrated in vacuo to a solid
  2. customwas used without further purification

Sources & evidence

ORD record
ord-d151172da7374fd68c235531ce430bd0
Source dataset
uspto-grants-2011_10
Patent number
US08044052B2

Reaction notes

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