HCID 178478848, compound → HCID 178478847, compound

HRID 19750Notes

Reaction equation

HRID 19750 reaction equation
[ClH:1].Cl.O[CH:4]([CH2:16][N:17]1[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1)[CH2:5][O:6][NH:7][C:8]([C:10]1[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=1)=[NH:9]>S(Cl)(Cl)=O>[ClH:1].[ClH:1].[Cl:1][CH:4]([CH2:16][N:17]1[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1)[CH2:5][O:6][NH:7][C:8]([C:10]1[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=1)=[NH:9]

Participants

3

Reactant 1

HCID 178478848HCID 178478848, compound

Product 1

HCID 178478847HCID 178478847, compound

Reagents, catalysts & solvents 1

HCID 24386Thionyl ChlorideSolvent

Procedure

17.5 g (0.05 mole) of N-[2-hydroxy-3-(1-piperidinyl)propoxy]-3-pyridinecarboximidamide dihydrochloride was dissolved in 50 ml of thionyl chloride, boiled for one hour, then the mixture was evaporated to dryness. The residue was dissolved in 300 ml of methanol, treated with charcoal and after filtration the solvent was evaporated in reduced pressure. The residue was dissolved in the minimum amount of ethanol and refrigerated to yield crystalline N-[2-chloro-3-(1-piperidinyl)propoxy]-3-pyridine-carboximidamide dihydrochloride as intermediate compound.

Workup

  1. customthe mixture was evaporated to dryness
  2. dissolutionThe residue was dissolved in 300 ml of methanol
  3. additiontreated with charcoal
  4. filtrationafter filtration the solvent
  5. customwas evaporated in reduced pressure
  6. dissolutionThe residue was dissolved in the minimum amount of ethanol

Sources & evidence

ORD record
ord-cfd5e7ec58834f10b0e8e0e9c1b14b72
Source dataset
uspto-grants-2010_06
Patent number
US07745465B2

Reaction notes

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