HCID 16749651, compound → HCID 16749922, compound

HRID 1454961Notes

Reaction equation

HRID 1454961 reaction equation
[F:1][C:2]1[CH:34]=[C:33]([F:35])[CH:32]=[CH:31][C:3]=1[O:4][C:5]1[CH:6]=[CH:7][C:8]2[N:9]([CH:11]=[CH:12][C:13](=[O:30])[C:14]=2[C:15]2[CH:20]=[C:19]([C:21]([N:23]3[CH2:27][CH2:26][CH2:25][CH2:24]3)=[O:22])[CH:18]=[CH:17][C:16]=2[CH:28]=[CH2:29])[N:10]=1>CCOC(C)=O>[F:1][C:2]1[CH:34]=[C:33]([F:35])[CH:32]=[CH:31][C:3]=1[O:4][C:5]1[CH:6]=[CH:7][C:8]2[N:9]([CH:11]=[CH:12][C:13](=[O:30])[C:14]=2[C:15]2[CH:20]=[C:19]([C:21]([N:23]3[CH2:24][CH2:25][CH2:26][CH2:27]3)=[O:22])[CH:18]=[CH:17][C:16]=2[CH2:28][CH3:29])[N:10]=1

Participants

3

Reactant 1

HCID 16749651HCID 16749651, compound

Product 1

HCID 16749922HCID 16749922, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

2-(2,4-difluorophenoxy)-5-[5-(pyrrolidin-1-ylcarbonyl)-2-vinylphenyl]-6H-pyrido[1,2-b]pyridazin-6-one (14 mg, 0.03 mmol) was disolved in EtOAc (2 mL) and purged with nitrogen (3×). A catalytic amount of activated Pd on carbon was added and the system was purged with nitrogen (3×) and hydrogen (3×). The reaction was complete in 30 min and the reaction was filtered through celite and concentrated. The crude residue was purified via silica gel chromatography (EtOAc/CH2Cl2/MeOH).

Workup

  1. custompurged with nitrogen (3×)
  2. additionA catalytic amount of activated Pd on carbon was added
  3. customthe system was purged with nitrogen (3×) and hydrogen (3×)
  4. filtrationthe reaction was filtered through celite
  5. concentrationconcentrated
  6. customThe crude residue was purified via silica gel chromatography (EtOAc/CH2Cl2/MeOH)

Sources & evidence

ORD record
ord-ac6b4de7759e452eb662203cac1dd572
Source dataset
uspto-grants-2009_01
Patent number
US07482345B2

Reaction notes

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