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

HRID 486466
Notes
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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
ParticipantsProcedureWorkupSources & evidenceReaction notes

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
On this pageParticipantsProcedureWorkupSources & evidenceReaction notes
addition
Water was added
  • additionthe whole was treated with concentrate ammonium hydroxide
  • extractionThe product was extracted with trichloromethane
  • customThe extract was dried
  • filtrationfiltered
  • customevaporated
  • Sources & evidence

    ORD record
    ord-810989c803cb4d548966f99476ab5f76
    Source dataset
    uspto-grants-1994_03
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US05292738

    Reaction notes

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