Potassium Carbonate → HCID 20246580, compound

HRID 1589463Notes

Reaction equation

HRID 1589463 reaction equation
Cl[C:2]1[N:3]=[N:4][C:5]([C:8]2[CH:9]=[N:10][CH:11]=[CH:12][CH:13]=2)=[CH:6][CH:7]=1.[NH2:14][CH:15]([CH2:18][CH3:19])[CH2:16]O.C(=O)([O-])[O-].[K+].[K+]>C(O)C>[CH2:18]([CH:15]1[N:14]2[N:4]=[C:5]([C:8]3[CH:9]=[N:10][CH:11]=[CH:12][CH:13]=3)[CH:6]=[CH:7][C:2]2=[N:3][CH2:16]1)[CH3:19]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 221292-Amino-1-butanolHCID 167324353-Chloro-6-(pyridin-3-yl)pyridazine

Product 1

HCID 20246580HCID 20246580, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
130 °C

Procedure

A mixture of 5 g of 3-chloro-6-(3-pyridinyl)pyridazine and 30 ml of 2-amino-1-butanol is heated at 130° C. for 18 hours. Then the volatiles are removed by bulb to bulb distillation under high vacuum. As for Example 1, the product is reacted with thionyl chloride and the obtained product is ring closed with potassium carbonate in ethanol to give 2,3-dihydro-3-ethyl-6-(3-pyridinyl)imidazo[1,2-b]pyridazine which is dehydrogenated with lead tetraacetate in dichloromethane to give the desired product 3-ethyl-6-(3-pyridinyl)imidazo[1,2-b]pyridazine.

Workup

  1. customThen the volatiles are removed by bulb to bulb distillation under high vacuum
  2. customAs for Example 1, the product is reacted with thionyl chloride

Sources & evidence

ORD record
ord-f31dae7c8b7c42a38a6fcc805f63503b
Source dataset
uspto-grants-1986_02
Patent number
US04569934

Reaction notes

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