Pyridine → Phenyl (6-methoxypyrazin-2-yl)carbamate

HRID 1666357Notes

Reaction equation

HRID 1666357 reaction equation
[NH2:1][C:2]1[CH:7]=[N:6][CH:5]=[C:4]([O:8][CH3:9])[N:3]=1.CC#N.N1C=CC=CC=1.[C:19]1([O:25][C:26](Cl)=[O:27])[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>C1COCC1>[CH3:9][O:8][C:4]1[N:3]=[C:2]([NH:1][C:26](=[O:27])[O:25][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:7]=[N:6][CH:5]=1

Participants

6

Reactant 4

HCID 1049PyridineHCID 6342AcetonitrileHCID 15891Phenyl chloroformateHCID 48681936-Methoxypyrazin-2-amine

Product 1

HCID 66875760Phenyl (6-methoxypyrazin-2-yl)carbamate

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

2-Amino-6-methoxy-pyrazine (1.00 g, 8 mmol) was dissolved in a mix of 1:2 THF:MeCN (30 mL), cooled to 0° C., and treated with pyridine (0.664 g, 8.3 mmol) followed by the dropwise addition of phenylchloroformate (1.3 g, 8.3 mmol) in THF (10 mL). After stirring for 18 h, the resulting white solid was collected by filtration (1.3 g, 68%) and was used without further purification.

Workup

  1. filtrationthe resulting white solid was collected by filtration (1.3 g, 68%)
  2. customwas used without further purification

Sources & evidence

ORD record
ord-b1d53a37aed0422eaba5b63a3da91fa7
Source dataset
uspto-grants-2011_10
Patent number
US08044052B2

Reaction notes

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