6-t-Butylpyrido[2,3-d]pyridazin-5(6H)-one → 6-Tert-butyl-1,2,3,4-tetrahydropyrido[2,3-d]-pyridazin-5(6H)-one

HRID 1291217Notes

Reaction equation

HRID 1291217 reaction equation
[C:1]([N:5]1[C:10](=[O:11])[C:9]2[CH:12]=[CH:13][CH:14]=[N:15][C:8]=2[CH:7]=[N:6]1)([CH3:4])([CH3:3])[CH3:2]>C(O)(=O)C.[Pt]=O>[C:1]([N:5]1[C:10](=[O:11])[C:9]2[CH2:12][CH2:13][CH2:14][NH:15][C:8]=2[CH:7]=[N:6]1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 189191266-t-Butylpyrido[2,3-d]pyridazin-5(6H)-one

Product 1

HCID 189188696-Tert-butyl-1,2,3,4-tetrahydropyrido[2,3-d]-pyridazin-5(6H)-one

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 176Acetic AcidSolvent

Procedure

In acetic acid (20 ml) was dissolved 6-t-butyl-pyrido[2,3-d]pyridazin-5(6H)-one (955 mg) followed by addition of platinum oxide (94 mg), and the mixture was stirred under hydrogen at room temperature for 7 hours. The catalyst was then filtered off, the filtrate was concentrated to dryness, and the residue was washed with diethyl ether and dried. White powder, 911 mg. 1H-NMR (CDCl3) δ: 1.63(9H,s), 1.8-2.0(2H,m), 2.54(2H,t,J=6.2Hz), 3.28(2H,t,J=5.4Hz), 4.24(1H,brs), 7.19(1H,s).

Workup

  1. filtrationThe catalyst was then filtered off
  2. concentrationthe filtrate was concentrated to dryness
  3. washthe residue was washed with diethyl ether
  4. customdried

Sources & evidence

ORD record
ord-97483345a358499abe6300f388c53cbb
Source dataset
uspto-grants-1998_05
Patent number
US05753664

Reaction notes

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