Potassium Carbonate → HCID 67242711, compound

HRID 2421909Notes

Reaction equation

HRID 2421909 reaction equation
[NH2:1][C:2]1[C:7](=[O:8])[N:6]([CH2:9][CH3:10])[N:5]=[C:4]([C:11]([OH:13])=[O:12])[CH:3]=1.Br[CH2:15][C:16]([O:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=[O:17].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[NH2:1][C:2]1[C:7](=[O:8])[N:6]([CH2:9][CH3:10])[N:5]=[C:4]([C:11]([O:13][CH2:15][C:16]([O:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[O:17])=[O:12])[CH:3]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 62576Benzyl bromoacetateHCID 67241680HCID 67241680, compound

Product 1

HCID 67242711HCID 67242711, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
50 °C

Procedure

5-Amino-1-ethyl-6-oxo-1,6-dihydropyridazine-3-carboxylic acid (0.6 g, 3.3 mmol, see Preparation 5), benzyl bromoacetate (1.6 ml, 4.8 mmol), and potassium carbonate (0.5 g, 3.3 mmol) were suspended in dimethylformamide (30 ml) and heated overnight at 50° C. The solvent was evaporated under reduced pressure and the residue was passed through a silica-gel column, eluting with hexane/ethyl acetate 3:2, to yield 1.0 g of the desired final product. Yield=92%

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. washeluting with hexane/ethyl acetate 3:2

Sources & evidence

ORD record
ord-782bc67b547f44c89574c65519d61bf3
Source dataset
uspto-grants-2011_06
Patent number
US07960383B2

Reaction notes

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