Hydrochloric Acid → HCID 15124756, compound

HRID 466573Notes

Reaction equation

HRID 466573 reaction equation
[Cl:1][C:2]1[N:7]=[N:6][C:5]([N:8]2[CH2:13][CH2:12][C:11]([C:15]3[CH:20]=[CH:19][CH:18]=[C:17]([O:21][CH3:22])[CH:16]=3)(O)[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.Cl>C(O)C>[Cl:1][C:2]1[N:7]=[N:6][C:5]([N:8]2[CH2:9][CH:10]=[C:11]([C:15]3[CH:20]=[CH:19][CH:18]=[C:17]([O:21][CH3:22])[CH:16]=3)[CH2:12][CH2:13]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 15124667HCID 15124667, compound

Product 1

HCID 15124756HCID 15124756, compoundYield 64%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 4 parts of 1-(6-chloro-3-pyridazinyl)-4-(3-methoxyphenyl)-4-piperidinol, 80 parts of ethanol and 50 parts of a hydrochloric acid solution 6N was stirred for 6 hours at reflux temperature. The reaction mixture was evaporated. Water was added and the whole was treated with concentrate ammonium hydroxide. The product was extracted with trichloromethane. The extract was dried, filtered and evaporated. The residue was crystallized from 2-propanol. The product was filtered off and dried, yielding 2.5 parts (64%) of 3-chloro-6-[3,6-dihydro-4-(3-methoxyphenyl)-1(2H)-pyridinyl]pyridazine; mp. 126.4° C. (compound 235).

Workup

  1. temperatureat reflux temperature
  2. customThe reaction mixture was evaporated
  3. additionWater was added
  4. additionthe whole was treated with concentrate ammonium hydroxide
  5. extractionThe product was extracted with trichloromethane
  6. customThe extract was dried
  7. filtrationfiltered
  8. customevaporated
  9. customThe residue was crystallized from 2-propanol
  10. filtrationThe product was filtered off
  11. customdried

Sources & evidence

ORD record
ord-59cca51f74124ca0b1de41638c7e906c
Source dataset
uspto-grants-1992_10
Patent number
US05157035

Reaction notes

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