Potassium Carbonate → HCID 18977189, compound

HRID 2393747Notes

Reaction equation

HRID 2393747 reaction equation
C(=O)([O-])[O-].[K+].[K+].Cl.[C:8](Cl)(=[O:15])[C:9]1[CH:14]=[CH:13][CH:12]=[N:11][CH:10]=1.CN(C)C(=O)C.[NH2:23][CH2:24][CH2:25][CH2:26][CH2:27][C:28]1[CH:33]=[CH:32][C:31]([C:34]2[CH2:35][CH2:36][C:37](=[O:40])[NH:38][N:39]=2)=[CH:30][CH:29]=1>O>[N:11]1[CH:12]=[CH:13][CH:14]=[C:9]([C:8]([NH:23][CH2:24][CH2:25][CH2:26][CH2:27][C:28]2[CH:29]=[CH:30][C:31]([C:34]3[CH2:35][CH2:36][C:37](=[O:40])[NH:38][N:39]=3)=[CH:32][CH:33]=2)=[O:15])[CH:10]=1

Participants

6

Reactant 4

HCID 11430Potassium CarbonateHCID 31374DimethylacetamideHCID 884383-Pyridinecarbonyl chloride, hydrochloride (1:1)HCID 18977184HCID 18977184, compound

Product 1

HCID 18977189HCID 18977189, compoundYield 80.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

At an inner temperature of 0° C., 50 g of anhydrous potassium carbonate and then 8.5 g of nicotinic acid chloride hydrochloride were added to a N,N-dimethylacetamide suspension (270 ml) containing 9.0 g of 6-[4-(4-aminobutyl)phenyl]-4,5-dihydropyridazin-3(2H)-one. The reaction mixture was stirred at the same temperature for 30 minutes and then poured into 200 ml of ice water. After the mixture was stirred at room temperature for 2 hours, water (300 ml) was further added to the mixture, and precipitated crystal was collected by filtration. The resulting crystal was washed with water and then recrystallized from methanol to obtain 10.3 g of 6-[4-(4-(pyridin-3-ylcarbonylamino)butyl)phenyl]-4,5-dihydropyridazin-3(2H)-one.

Workup

  1. stirringAfter the mixture was stirred at room temperature for 2 hours
  2. customprecipitated crystal
  3. filtrationwas collected by filtration
  4. washThe resulting crystal was washed with water
  5. customrecrystallized from methanol

Sources & evidence

ORD record
ord-495faf9748c74ec7987b6c654e6ed6f1
Source dataset
uspto-grants-1998_09
Patent number
US05808065

Reaction notes

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