HCID 13385164, compound → HCID 13772845, compound

HRID 868075Notes

Reaction equation

HRID 868075 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1Cl)[N:8]([CH:13]1[CH2:15][CH2:14]1)[CH:7]=[C:6]([C:16]([OH:18])=[O:17])[C:5]2=[O:19].[CH2:20]([NH:22][CH2:23][CH:24]1[CH2:28][CH2:27][NH:26][CH2:25]1)[CH3:21]>N1C=CC=C(C)C=1>[CH:13]1([N:8]2[C:9]3[C:4](=[CH:3][C:2]([Cl:1])=[C:11]([N:26]4[CH2:27][CH2:28][CH:24]([CH2:23][NH:22][CH2:20][CH3:21])[CH2:25]4)[CH:10]=3)[C:5](=[O:19])[C:6]([C:16]([OH:18])=[O:17])=[CH:7]2)[CH2:15][CH2:14]1

Participants

4

Reactant 2

HCID 13385164HCID 13385164, compoundHCID 13491786Ethyl-pyrrolidin-3-ylmethyl-amine

Product 1

HCID 13772845HCID 13772845, compoundYield 84.6%

Reagents, catalysts & solvents 1

HCID 79703-MethylpyridineSolvent

Procedure

A solution of 0.30 g (1.0 mmole) of 6,7-dichloro1-cyclopropyl-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid, 0.26 g (2.0 mol) of N-ethyl-3-pyrrolidinemethanamine and 10 ml of 3-picoline was heated under reflux for 16 hours. The reaction mixture was cooled to room temperature and the solid filtered off and washed with acetonitrile to give 0.33 g of the title compound, mp >310° C.

Workup

  1. temperatureunder reflux for 16 hours
  2. filtrationthe solid filtered off
  3. washwashed with acetonitrile

Sources & evidence

ORD record
ord-5705c2e736b64c159cb6221432423522
Source dataset
uspto-grants-1988_10
Patent number
US04777175

Reaction notes

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