Sodium Bicarbonate → HCID 57541552, compound

HRID 1844592Notes

Reaction equation

HRID 1844592 reaction equation
[CH3:1][NH-:2].[Cl:3][C:4]1[N:9]=[CH:8][N:7]=[C:6]([C:10](Cl)=[O:11])[CH:5]=1.C(=O)([O-])O.[Na+]>O1CCCC1.[OH-].[Na+].ClCCl>[CH3:1][NH:2][C:10]([C:6]1[CH:5]=[C:4]([Cl:3])[N:9]=[CH:8][N:7]=1)=[O:11]

Participants

7

Reactant 3

HCID 516892Sodium BicarbonateHCID 184220986-Chloropyrimidine-4-carbonyl chlorideHCID 21952893Methylamide

Product 1

HCID 57541552HCID 57541552, compound

Reagents, catalysts & solvents 3

HCID 6344DichloromethaneSolventHCID 8028TetrahydrofuranSolventHCID 14798Sodium HydroxideSolvent

Procedure

0.5 ml of a 2 M methylamide solution in tetrahydrofuran and 1 ml 1 N sodium hydroxide solution are added to 177 mg 6-chloro-pyrimidin-4-carboxylic acid chloride in 5 ml dichloromethane under an argon atmosphere and while cooling with a bath of ice/acetone. The reaction mixture is heated overnight with stirring to ambient temperature and then combined with some saturated aqueous sodium hydrogen carbonate solution and extracted with dichloromethane. The combined organic phases are washed with 0.1 N hydrochloric acid and saturated sodium chloride solution, dried on magnesium sulphate and evaporated down.

Workup

  1. temperatureThe reaction mixture is heated overnight
  2. extractionextracted with dichloromethane
  3. washThe combined organic phases are washed with 0.1 N hydrochloric acid and saturated sodium chloride solution
  4. customdried on magnesium sulphate
  5. customevaporated down

Sources & evidence

ORD record
ord-6c1d9bb9e3d1476fa6ad7c99bea108e9
Source dataset
uspto-grants-2015_02
Patent number
US08946438B2

Reaction notes

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