1,2-Diaminocyclohexane, cis- → HCID 54164030, compound

HRID 981508Notes

Reaction equation

HRID 981508 reaction equation
[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][C:9]([F:14])=[C:10](F)[CH:11]=2)[C:6](=[O:15])[C:5]([C:16]([OH:18])=[O:17])=[CH:4]1)[CH3:2].[NH2:19][C@@H:20]1[CH2:25][CH2:24][CH2:23][CH2:22][C@@H:21]1[NH2:26]>N1C=CC=CC=1>[NH2:19][C@H:20]1[CH2:25][CH2:24][CH2:23][CH2:22][C@H:21]1[NH:26][C:10]1[CH:11]=[C:12]2[C:7]([C:6](=[O:15])[C:5]([C:16]([OH:18])=[O:17])=[CH:4][N:3]2[CH2:1][CH3:2])=[CH:8][C:9]=1[F:14]

Participants

4

Reactant 2

HCID 3429171,2-Diaminocyclohexane, cis-HCID 8005211-Ethyl-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Product 1

HCID 54164030HCID 54164030, compoundYield 69.1%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of 2.53 g of 1-ethyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid and 4.6 g of cis-1,2-diaminocyclohexane in 10 ml of pyridine was heated as described in Example 1 giving 2.4 g of the desired product, m.p. 225°-227°C.

Workup

  1. temperaturewas heated

Sources & evidence

ORD record
ord-0e66118cf60c414c9324776e982a3295
Source dataset
uspto-grants-1991_02
Patent number
US04992449

Reaction notes

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