Water → HCID 13513758, compound

HRID 1725494Notes

Reaction equation

HRID 1725494 reaction equation
Cl.[OH:2][C:3]1[CH:8]=[C:7]([C:9]([O:11][CH3:12])=[O:10])[N:6]=[C:5]([C:13]([O:15][CH3:16])=[O:14])[CH:4]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:23](Br)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.O>CN(C)C=O>[CH2:23]([O:2][C:3]1[CH:4]=[C:5]([C:13]([O:15][CH3:16])=[O:14])[N:6]=[C:7]([C:9]([O:11][CH3:12])=[O:10])[CH:8]=1)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

Participants

6

Reactant 4

HCID 962WaterHCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 178498556HCID 178498556, compound

Product 1

HCID 13513758HCID 13513758, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 100 g of dimethyl 4-hydroxypyridine-2,6-dicarboxylate hydrochloride disloved in 500 ml of N,N-dimethylformamide, 122 g of potassium carbonate was added, and the mixture was stirred at room temperature for 1 hour. 52.5 ml of benzyl bromide was added to the resulting reaction mixture, and it was stirred at 50° C. overnight. The reaction mixture was poured into water; and then the resulting white solid was collected after filtration, washed with water, and dried in vacuo to afford the title compound.

Workup

  1. stirringwas stirred at 50° C. overnight
  2. customand then the resulting white solid was collected
  3. filtrationafter filtration
  4. washwashed with water
  5. customdried in vacuo

Sources & evidence

ORD record
ord-6e409eb267bd4075aa9d8dfee5ae9ce7
Source dataset
uspto-grants-2009_02
Patent number
US07491720B2

Reaction notes

Loading…