Ammonium formate → 4-(1,4-Dioxaspiro[4.5]dec-6-en-6-yl)pyridazin-3-amine

HRID 337843Notes

Reaction equation

HRID 337843 reaction equation
Cl[C:2]1[N:7]=[N:6][C:5]([NH2:8])=[C:4]([C:9]2[C:10]3([CH2:15][CH2:16][CH2:17][CH:18]=2)[O:14][CH2:13][CH2:12][O:11]3)[CH:3]=1.C([O-])=O.[NH4+]>C(O)C.[C].[Pd]>[O:11]1[C:10]2([CH2:15][CH2:16][CH2:17][CH:18]=[C:9]2[C:4]2[CH:3]=[CH:2][N:7]=[N:6][C:5]=2[NH2:8])[O:14][CH2:13][CH2:12]1

Participants

5

Reactant 2

HCID 2723923Ammonium formateHCID 899621196-Chloro-4-(1,4-dioxaspiro[4.5]dec-6-en-6-yl)pyridazin-3-amine

Product 1

HCID 899634384-(1,4-Dioxaspiro[4.5]dec-6-en-6-yl)pyridazin-3-amine

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

A solution of the 6-chloro-4-(1,4-dioxaspiro[4.5]dec-6-en-6-yl)pyridazin-3-amine (0.10 g, 0.37 mmol) prepared in Example 82b, ammonium formate (0.14 g, 2.24 mmol) and palladium carbon (10%; 0.10 g) in ethanol (3.7 mL) was stirred at 80° C. for 4 hours. After allowing to cool, the reaction solution was filtered through celite and concentrated to yield the title compound in a crude form.

Workup

  1. temperatureto cool
  2. filtrationthe reaction solution was filtered through celite and
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-2c07432001664f3db39c64a2df5cf6cd
Source dataset
uspto-grants-2014_11
Patent number
US08889741B2

Reaction notes

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