1,2-Diaminocyclohexane, cis- → HCID 54131792, compound

HRID 981506Notes

Reaction equation

[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:15])=[C:11](F)[CH:12]=3)[C:7](=[O:16])[C:6]([C:17]([OH:19])=[O:18])=[CH:5]2)[CH2:3][CH2:2]1.[NH2:20][C@@H:21]1[CH2:26][CH2:25][CH2:24][CH2:23][C@@H:22]1[NH2:27]>N1C=CC=CC=1>[NH2:20][C@H:21]1[CH2:26][CH2:25][CH2:24][CH2:23][C@H:22]1[NH:27][C:11]1[CH:12]=[C:13]2[C:8]([C:7](=[O:16])[C:6]([C:17]([OH:19])=[O:18])=[CH:5][N:4]2[CH:1]2[CH2:3][CH2:2]2)=[CH:9][C:10]=1[F:15]

Participants

Conditions

Temperature: 115 °C

Procedure

A mixture of 1.33 g of 1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid and 1.73 g of cis-1,2-diaminocyclohexane in 10 ml of pyridine was heated in an oil bath of 115° C. for 1 hour then filtered while hot. Cooling the filtrate afforded 1.09 g of the desired product, m.p. 270°-274° C.

Workup

filtrationthen filtered while hot
temperatureCooling the filtrate

Sources & evidence

ORD record: ord-6667ac2c469c4065be003476bebf28d4
Source dataset: uspto-grants-1991_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04992449

Reaction notes

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