Hydrochloric Acid → 1-(6-Chloropyridazin-3-yl)piperidin-4-amine

HRID 486466Notes

Reaction equation

HRID 486466 reaction equation
[Cl:1][C:2]1[N:7]=[N:6][C:5]([N:8]2[CH2:13][CH2:12][CH:11]([NH:14]C(=O)OCC)[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.Cl>>[Cl:1][C:2]1[N:7]=[N:6][C:5]([N:8]2[CH2:13][CH2:12][CH:11]([NH2:14])[CH2:10][CH2:9]2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 15124700Ethyl [1-(6-chloro-3-pyridazinyl)-4-piperidinyl)carbamate

Product 1

HCID 64164231-(6-Chloropyridazin-3-yl)piperidin-4-amineYield 82%

Procedure

A mixture of 6 parts of ethyl [1-(6-chloro-3-pyridazinyl)-4-piperidinyl)carbamate and 60 parts of concentrate hydrochloric acid was stirred and refluxed for 24 hours. 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, yielding 3.8 parts (82%) of 1-(6-chloro-3-pyridazinyl)-4-piperidinamine: mp. 260° C. (dec.) (compound 225).

Workup

  1. temperaturerefluxed for 24 hours
  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

Sources & evidence

ORD record
ord-810989c803cb4d548966f99476ab5f76
Source dataset
uspto-grants-1994_03
Patent number
US05292738

Reaction notes

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