Sodium Iodide → HCID 59463564, compound

HRID 1713148Notes

Reaction equation

HRID 1713148 reaction equation
Cl.[Cl:2][C:3]1[N:8]=[N:7][C:6]2[CH2:9][NH:10][CH2:11][CH2:12][C:5]=2[CH:4]=1.Cl[CH:14]1[CH2:19][N:18]([CH:20]2[CH2:23][CH2:22][CH2:21]2)[CH2:17][CH2:16][NH:15]1.[C:24](N)(=[O:26])[CH3:25].C([O-])([O-])=O.[K+].[K+].[Na+].[I-]>C(#N)C.O>[CH:20]1([N:18]2[CH2:17][CH2:16][N:15]([C:24](=[O:26])[CH2:25][N:10]3[CH2:11][CH2:12][C:5]4[CH:4]=[C:3]([Cl:2])[N:8]=[N:7][C:6]=4[CH2:9]3)[CH2:14][CH2:19]2)[CH2:23][CH2:22][CH2:21]1

Participants

7

Reactant 4

HCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 668779022-Chloro-(4-cyclobutyl-piperazine) acetamideHCID 863464461909319-22-7

Product 1

HCID 59463564HCID 59463564, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Procedure

To a stirred solution of 3-chloro-5,6,7,8-tetrahydropyrido[3,4-c]pyridazine hydrogen chloride salt (0.9 g) in acetonitrile (10.0 ml) is added 2-chloro-(4-cyclobutyl-piperazine)-acetamide (1 g), K2CO3 (1.6 g), and NaI (50 mg). The resulting mixture is stirred at rt overnight. Water (20.0 ml) is added to quench the reaction, and then the acetonitrile is evaporated. The residue is extracted with DCM (20 ml×3). The combined organic phase is dried over sodium sulfate, and the solvent is removed under reduced pressure to give a residue which is purified by silica gel chromatography (EtOAc/4% TEA) to give the title compound.

Workup

  1. customto quench
  2. customthe reaction
  3. customthe acetonitrile is evaporated
  4. extractionThe residue is extracted with DCM (20 ml×3)
  5. dry with materialThe combined organic phase is dried over sodium sulfate
  6. customthe solvent is removed under reduced pressure
  7. customto give a residue which
  8. customis purified by silica gel chromatography (EtOAc/4% TEA)

Sources & evidence

ORD record
ord-52de19e2aa23424ea75abb87c23142da
Source dataset
uspto-grants-2010_09
Patent number
US07795262B2

Reaction notes

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