Potassium Carbonate → HCID 20246579, compound

HRID 1589464Notes

Reaction equation

HRID 1589464 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][CH2:19][CH:20](O)[CH2:21][CH2:22][CH3:23].C(=O)([O-])[O-].[K+].[K+]>O.C(O)C>[CH2:21]([CH:20]1[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][CH2:19]1)[CH2:22][CH3:23]

Participants

6

Conditions

Temperature
130 °C

Procedure

A mixture of 3.0 g of 3-chloro-6-[3-(trifluoromethyl)phenyl]pyridazine and 5.0 g of 1-amino-2-pentanol is heated at 130° C. for 18 hours, cooled, diluted with 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-3-propyl-6-[3-(trifluoromethyl)phenyl]imidazo[1,2-b]pyridazine which is dehydrogenated with lead tetraacetate to give the product of the Example.

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-c9408d8936854fb78e1d6bed37b95cda
Source dataset
uspto-grants-1986_02
Patent number
US04569934

Reaction notes

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