Sodium Hydroxide → HCID 20404904, compound

HRID 2164595Notes

Reaction equation

HRID 2164595 reaction equation
[CH3:1][CH:2]1[CH:7]([CH2:8][C:9]([C:11]2[C:20]3[C:15](=[CH:16][CH:17]=[C:18]([O:21][CH3:22])[CH:19]=3)[N:14]=[CH:13][CH:12]=2)=O)[CH2:6][CH2:5][NH:4][CH2:3]1.O.NN.[OH-].[Na+]>C(O)COCCO>[CH3:22][O:21][C:18]1[CH:19]=[C:20]2[C:15](=[CH:16][CH:17]=1)[N:14]=[CH:13][CH:12]=[C:11]2[CH2:9][CH2:8][CH:7]1[CH2:6][CH2:5][NH:4][CH2:3][CH:2]1[CH3:1]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 24654Hydrazine hydrate (1:1)HCID 20404905HCID 20404905, compound

Product 1

HCID 20404904HCID 20404904, compound

Reagents, catalysts & solvents 1

HCID 8117Diethylene GlycolSolvent

Procedure

The operation is as in Example 14, but starting from 3.7 g of 2-(3-methyl-4-piperidyl)-1-(6-methoxy-4-quinolyl)-ethanone (trans isomer, racemic), prepared as indicated in Example 4, 3.7 g of 98% hydrazine hydrate and 3.7 g of sodium hydroxide in 37 ml of diethylene glycol. 1.7 g are obtained of 6-methoxy-4-[2-(3-methyl-4-piperidyl)-ethyl]-quinoline (trans isomer), the acid fumarate of which prepared by the action of fumaric acid in ethanol, melts at 224° C.

Workup

  1. customprepared

Sources & evidence

ORD record
ord-02378203cddd4305ba5d2939e65ffbd2
Source dataset
uspto-grants-1985_03
Patent number
US04505916

Reaction notes

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