Diethyl Ether → HCID 734445, compound

HRID 2376652Notes

Reaction equation

HRID 2376652 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:14][C:15]1[C:16](=[O:22])[NH:17][N:18]=[CH:19][C:20]=1Cl.C([O-])([O-])=O.[K+].[K+].CCOCC>CN(C=O)C>[CH2:1]([N:8]1[CH2:13][CH2:12][N:11]([C:20]2[CH:19]=[N:18][NH:17][C:16](=[O:22])[C:15]=2[Cl:14])[CH2:10][CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 3283Diethyl EtherHCID 11430Potassium CarbonateHCID 732474,5-Dichloro-3-hydroxypyridazineHCID 759941-Benzylpiperazine

Product 1

HCID 734445HCID 734445, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
110 °C

Procedure

A mixture of 7 g of 1-benzylpiperazine, 6.55 g of 4,5-dichloro-3(2H)-pyridazinone and 11 g of K2CO3 in 150 ml of DMF is heated at 110° C. for 4 hours and then concentrated under vacuum. The residue is chromatographed on silica gel, eluting with a DCM/MeOH (95/5; v/v) mixture. The product obtained is taken up in iso ether and triturated and the precipitate formed is isolated with suction. This gives 7 g of the expected product, which is recrystallized from iso ether; m.p.=173-175° C.

Workup

  1. concentrationconcentrated under vacuum
  2. customThe residue is chromatographed on silica gel
  3. washeluting with a DCM/MeOH (95/5; v/v) mixture
  4. customThe product obtained
  5. customtriturated
  6. customthe precipitate formed
  7. customis isolated with suction
  8. customThis gives 7 g of the expected product, which is recrystallized from iso ether

Sources & evidence

ORD record
ord-080e7e4b4f8d4107bde85394a9519f08
Source dataset
uspto-grants-2008_12
Patent number
US07468368B2

Reaction notes

Loading…