Hydrochloric Acid → HCID 12799876, compound

HRID 1995089Notes

Reaction equation

HRID 1995089 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([C:11]([O:13]CC)=O)=[CH:3][CH:2]=1.[H-].[K+].Cl>>[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([C:11](=[O:13])[CH2:7][CH2:6][CH:5]2[CH2:4][CH2:3][CH2:2][NH:1][CH2:10]2)=[CH:3][CH:2]=1

Participants

4

Reactant 3

HCID 313Hydrochloric Acid2×HCID 82127Potassium hydrideHCID 281193ethyl quinoline-4-carboxylate

Product 1

HCID 12799876HCID 12799876, compound

Procedure

On operating as in Example 1, but starting from 4.4 g of ethyl quinoline-4-carboxylate, 5.6 g of ethyl 3-[3-(N-benzoyl)piperidyl]propionate and 12 ml of a 20% suspension of potassium hydride in oil, 2.7 g of crude product are isolated, which are absorbed on a column containing 270 g of silica. After elution with a 9/1 chloroform-diethylamine mixture, 1.2 g of 1-(4-quinolyl)-3-(3-piperidyl)-1-propanone are obtained, which is converted into its monohydrochloride. This monohydrochloride melts at 163° C.

Workup

  1. customare isolated
  2. customwhich are absorbed on a column
  3. additioncontaining 270 g of silica
  4. washAfter elution with a 9/1 chloroform-diethylamine mixture, 1.2 g of 1-(4-quinolyl)-3-(3-piperidyl)-1-propanone
  5. customare obtained

Sources & evidence

ORD record
ord-17e3178534294bcdb4b0f910597fe41e
Source dataset
uspto-grants-1983_09
Patent number
US04402961

Reaction notes

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