1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 13851024, compound

HRID 542474Notes

Reaction equation

[CH:1]1([N:4]2[C:13]3[C:8](=[C:9]([F:17])[C:10]([F:16])=[C:11](F)[C:12]=3[F:14])[C:7](=[O:18])[C:6]([C:19]([OH:21])=[O:20])=[CH:5]2)[CH2:3][CH2:2]1.[N:22]12[CH2:32][CH2:31][CH2:30][N:29]=[C:28]1[CH2:27]CC[CH2:24][CH2:23]2.C(NCC1CCNC1)C>C(#N)C>[CH:1]1([N:4]2[C:13]3[C:8](=[C:9]([F:17])[C:10]([F:16])=[C:11]([N:29]4[CH2:28][CH2:27][CH:31]([CH2:32][NH:22][CH2:23][CH3:24])[CH2:30]4)[C:12]=3[F:14])[C:7](=[O:18])[C:6]([C:19]([OH:21])=[O:20])=[CH:5]2)[CH2:2][CH2:3]1

Participants

Conditions

Temperature: 60 °C

Procedure

To 1.0 g (3.32 mmol) of 1-cyclopropyl-5,6,7,8-tetrafluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid in 9 ml of acetonitrile was added 0.5 g (one equivalent) of 1,8-diazabicyclo[5.4.0]undec-7-ene and 0.42 g of N-ethyl-3-pyrrolidinemethanamine in 3 ml additional acetonitrile. The mixture was heated at 60° C. for four hours and stirred at 25° C. for 18 hours. The mixture was filtered and the solids washed with diethyl ether to give 1.12 g of the title compound, mp 247°-248° C.

Workup

filtrationThe mixture was filtered
washthe solids washed with diethyl ether

Sources & evidence

ORD record: ord-f375cd5e2b1f48d99baab238e0a2bb61
Source dataset: uspto-grants-1987_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04657913

Reaction notes

Loading…