Water → HCID 20246569, compound

HRID 1589465Notes

Reaction equation

HRID 1589465 reaction equation
Cl[C:2]1[N:3]=[N:4][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([F:17])([F:16])[F:15])[CH:9]=2)=[CH:6][CH:7]=1.[NH2:18][CH:19]([CH2:22][CH2:23][CH3:24])[CH2:20]O.O.C(=O)([O-])[O-].[K+].[K+]>C(O)C>[CH2:22]([CH:19]1[CH2:20][N:3]2[N:4]=[C:5]([C:8]3[CH:13]=[CH:12][CH:11]=[C:10]([C:14]([F:17])([F:16])[F:15])[CH:9]=3)[CH:6]=[CH:7][C:2]2=[N:18]1)[CH2:23][CH3:24]

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 2490172-Amino-1-pentanolHCID 124495523-Chloro-6-[3-(trifluoromethyl)phenyl]pyridazine

Product 1

HCID 20246569HCID 20246569, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
130 °C

Procedure

A mixture of 5.0 g of 3-chloro-6-[3-(trifluoromethyl)phenyl]pyridazine and 10 g of 2-amino-1-pentanol is heated at 130° C. for 24 hours, cooled, poured into water and extracted with dichloromethane. As for Example 3, the obtained product is reacted with thionyl chloride and the ring is closed with potassium carbonate in ethanol to give 2,3-dihydro-2-propyl-6-[3-(trifluoromethyl)phenyl]imidazo[1,2-b]pyridazine which is dehydrogenated with lead tetraacetate to obtain the desired product.

Workup

  1. temperaturecooled
  2. extractionextracted with dichloromethane
  3. customAs for Example 3, the obtained product is reacted with thionyl chloride

Sources & evidence

ORD record
ord-19065462a6d14b369ae839fa1fe09c93
Source dataset
uspto-grants-1986_02
Patent number
US04569934

Reaction notes

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