Sodium Carbonate → HCID 13650233, compound

HRID 569983Notes

Reaction equation

HRID 569983 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[N:19]=[C:18]([CH3:20])[C:17]([C:21](O)=[O:22])=[CH:16][N:15]=2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.P(Cl)(Cl)(Cl)=O.[C:29](=[O:32])([O-])[O-].[Na+].[Na+]>C(N(CC)C=O)C>[CH2:1]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[N:15]=[CH:16][C:17]3[C:21](=[O:22])[N:8]([CH2:1][CH3:2])[CH:9]=[C:20]([CH:29]=[O:32])[C:18]=3[N:19]=2)[CH2:10][CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 24813Phosphorus oxychlorideHCID 13784093HCID 13784093, compound

Product 1

HCID 13650233HCID 13650233, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 12051DiethylformamideSolvent

Procedure

Dissolved in 4.0 ml of diethylformamide was 0.4 g of the 2-(4-benzylpiperazino)-4-methylpyrimidine-5-carboxylic acid obtained in Referential Example 3. At room temperature, 0.5 ml of phosphorus oxychloride was added dropwise. Thereafter, the contents were heated and reacted at 100° C. for 1.5 hours. After cooling, the reaction mixture was poured in an aqueous solution of sodium carbonate to neutralize same, followed by extraction with chloroform. After washing the chloroform layer with water, it was dried with anhydrous magnesium sulfate. Chloroform was distilled off under reduced pressure to obtain 0.29 g of the intended product (yield: 60%).

Workup

  1. customobtained in Referential Example 3
  2. temperatureThereafter, the contents were heated
  3. customreacted at 100° C. for 1.5 hours
  4. temperatureAfter cooling
  5. extractionfollowed by extraction with chloroform
  6. washAfter washing the chloroform layer with water, it
  7. dry with materialwas dried with anhydrous magnesium sulfate
  8. distillationChloroform was distilled off under reduced pressure

Sources & evidence

ORD record
ord-48e92081918546e8ad05bc8cac0c9541
Source dataset
uspto-grants-1988_03
Patent number
US04734418

Reaction notes

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