Piperidin-4-ol → Lodaxaprine

HRID 1731994Notes

Reaction equation

HRID 1731994 reaction equation
Cl[C:2]1[N:3]=[N:4][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[Cl:14])=[CH:6][CH:7]=1.[OH:15][CH:16]1[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1>C(O)CCC>[OH:15][CH:16]1[CH2:21][CH2:20][N:19]([C:2]2[N:3]=[N:4][C:5]([C:8]3[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=3[Cl:14])=[CH:6][CH:7]=2)[CH2:18][CH2:17]1

Participants

4

Reactant 2

HCID 79341Piperidin-4-olHCID 124495573-Chloro-6-(2-chlorophenyl)pyridazine

Product 1

HCID 65835Lodaxaprine

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

Operation is carried out in accordance with the methods mentioned for preparing 3-chloro-6-(2-chloro-phenyl)pyridazine (m.p.: 146°-147° C.). 5 g of this product are dissolved in 120 ml of normal butanol and mixed with 6.74 g of 4-hydroxy-piperidine, then heated to reflux. By following the modus operandi described for the previous Example, 5 g of CM 40907 are obtained after recrystallization in absolute ethanol.

Workup

  1. temperatureheated to reflux
  2. customare obtained
  3. customafter recrystallization in absolute ethanol

Sources & evidence

ORD record
ord-a945df9f5f7e42959e7e4eea044dc266
Source dataset
uspto-grants-1986_11
Patent number
US04624952

Reaction notes

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