Benzyl chloroformate → HCID 58001787, compound

HRID 420698Notes

Reaction equation

HRID 420698 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[NH:11][CH2:10][C:9](=[O:12])[NH:8][C:7]=2[N:13]=1.C([O-])(O)=O.[Na+].Cl[C:20]([O:22][CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1)=[O:21]>CCOC(C)=O>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[N:11]([C:20]([O:22][CH2:23][C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)=[O:21])[CH2:10][C:9](=[O:12])[NH:8][C:7]=2[N:13]=1

Participants

5

Reactant 3

HCID 10387Benzyl chloroformateHCID 516892Sodium BicarbonateHCID 58001792HCID 58001792, compound

Product 1

HCID 58001787HCID 58001787, compoundYield 99.2%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 6-(methyloxy)-1,4-dihydropyrido[2,3-b]pyrazin-3(2H)-one (6.35 g, 35.4 mmol) in EtOAc (600 ml)/NaHCO3 (sat. solution) (200 ml) stirred vigorously was added at room temperature benzyl chloroformate (5.31 ml, 37.2 mmol). After 45 minutes the reaction was complete. The layers were separated and the organic layer was dried over MgSO4, filtered and evaporated to afford the desired product as an off-white solid (11 g, 99%).

Workup

  1. customThe layers were separated
  2. dry with materialthe organic layer was dried over MgSO4
  3. filtrationfiltered
  4. customevaporated

Sources & evidence

ORD record
ord-b8753cc8d61b413b8d47d2480159dac5
Source dataset
uspto-grants-2012_01
Patent number
US08097628B2

Reaction notes

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