Pyridine → HCID 9904809, compound

HRID 983818Notes

Reaction equation

HRID 983818 reaction equation
[O:1]=[C:2]1[NH:7][N:6]=[C:5]([C:8]2[CH:16]=[CH:15][C:11]([C:12](Cl)=[O:13])=[CH:10][CH:9]=2)[CH2:4][CH2:3]1.[F:17][C:18]1[CH:24]=[CH:23][CH:22]=[CH:21][C:19]=1[NH2:20].N1C=CC=CC=1>C1COCC1>[F:17][C:18]1[CH:24]=[CH:23][CH:22]=[CH:21][C:19]=1[NH:20][C:12]([C:11]1[CH:15]=[CH:16][C:8]([C:5]2[CH2:4][CH2:3][C:2](=[O:1])[NH:7][N:6]=2)=[CH:9][CH:10]=1)=[O:13]

Participants

5

Reactant 3

HCID 1049PyridineHCID 95842-FluoroanilineHCID 22557298HCID 22557298, compound

Product 1

HCID 9904809HCID 9904809, compoundYield 38.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

120 mg (0.5 mmol) of 4-(1,4,5,6-tetrahydro-6-oxo-3-pyridazinyl)benzoyl chloride from example I are stirred, at 60° C. for 2 hours, in 5 ml of THF together with 56 mg (0.5 mmol) of 2-fluoroaniline and 0.1 ml of pyridine. The mixture is cooled down and inspissated. The inspissation residue is purified on a silica gel column. The clean fractions are combined, inspissated, crystallized using methanol, filtered-off with suction and washed with methanol. This results in 60 mg of colorless crystals having a melting point of 242-244° C.

Workup

  1. temperatureThe mixture is cooled down
  2. customThe inspissation residue is purified on a silica gel column
  3. customcrystallized
  4. washfiltered-off with suction and washed with methanol

Sources & evidence

ORD record
ord-513aee7606b84e49a8fac5233c7d7fa0
Source dataset
uspto-grants-2005_03
Patent number
US06867206B1

Reaction notes

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