Sodium Hydroxide → HCID 86620852, compound

HRID 1443787Notes

Reaction equation

HRID 1443787 reaction equation
[CH3:1][N:2]1[CH:7]2[CH2:8][CH2:9][CH2:10][CH:3]1[CH2:4]N[CH2:6]2.[I:11][C:12]1[N:13]=[N:14][C:15](I)=[CH:16][CH:17]=1.[CH:19](N(C(C)C)CC)(C)C.[OH-].[Na+]>O1CCOCC1>[I:11][C:12]1[N:13]=[N:14][C:15]([CH:9]2[CH2:8][CH:7]3[N:2]([CH3:1])[CH:3]([CH2:4][CH2:19][CH2:6]3)[CH2:10]2)=[CH:16][CH:17]=1

Participants

6

Reactant 4

HCID 14798Sodium HydroxideHCID 189119-Methyl-3,9-diazabicyclo[3.3.1]nonaneHCID 81531DiisopropylethylamineHCID 2503833,6-Diiodopyridazine

Product 1

HCID 86620852HCID 86620852, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
75 °C

Procedure

A mixture of 9-methyl-3,9-diazabicyclo[3.3.1]nonane (4.0 g, 28.5 mmol), 3,6-diiodopyridazine (9.5 g, 28.5 mmol), diisopropylethylamine (7.4 g, 57.0 mmol) and dioxane (50 ml) was stirred at 75° C. for 4 days. Aqueous sodium hydroxide (75 ml, 1 M) was added, dioxane was evaporated and the mixture was extracted twice with dichloromethane (2×75 ml). Chromatography on silica gel with dichloromethane, 10% methanol and 1% aqueous ammonia as solvent gave the title compound. Yield 4.61 g (47%). Mp. 163-166° C.

Workup

  1. customdioxane was evaporated
  2. extractionthe mixture was extracted twice with dichloromethane (2×75 ml)

Sources & evidence

ORD record
ord-78eb4b365c714c9aa3c72eff1233ed4e
Source dataset
uspto-grants-2010_02
Patent number
US07662812B2

Reaction notes

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