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

HRID 466570Notes

Reaction equation

HRID 466570 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-5d59b978d70442f0a4b1512884bf4e1f
Source dataset
uspto-grants-1992_10
Patent number
US05157035

Reaction notes

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