1-(2-Pyrimidinyl)piperazine → HCID 464016, compound

HRID 1636277Notes

Reaction equation

[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:19])=[C:11](F)[C:12]=3[C:14]([F:17])([F:16])[F:15])[C:7](=[O:20])[C:6]([C:21]([OH:23])=[O:22])=[CH:5]2)[CH2:3][CH2:2]1.[N:24]1[CH:29]=[CH:28][CH:27]=[N:26][C:25]=1[N:30]1[CH2:35][CH2:34][NH:33][CH2:32][CH2:31]1>N1C=CC=CC=1>[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:19])=[C:11]([N:33]4[CH2:34][CH2:35][N:30]([C:25]5[N:24]=[CH:29][CH:28]=[CH:27][N:26]=5)[CH2:31][CH2:32]4)[C:12]=3[C:14]([F:16])([F:15])[F:17])[C:7](=[O:20])[C:6]([C:21]([OH:23])=[O:22])=[CH:5]2)[CH2:2][CH2:3]1

Participants

Conditions

Temperature: 105 °C

Procedure

In 20 ml of pyridine were dissolved 1.0 g (0.003 mole) of 1-cyclopropyl-6,7-difluoro-8-trifluoromethyl-1,4-dihydro-4-oxoquinoline-3-carboxylic acid and 1.23 g (0.0075 mole) of 1-(2-pyrimidinyl)piperazine, and the mixture was stirred at 105° C. for 3 hours. Then, the solvent was removed by evaporation under reduced pressure, and the residue was applied to silica gel column chromatography (eluent; a chloroform:methanol=9.5:0.5 mixed solution) to obtain 0.68 g of 1-cyclopropyl-6-fluoro-8-trifluoromethyl-1,4-dihydro-4-oxo-7-[4-(2-pyrimidinyl)piperazin-1-yl]quinoline-3-carboxylic acid as yellow powder.

Workup

customThen, the solvent was removed by evaporation under reduced pressure

Sources & evidence

ORD record: ord-d956571309424f93a77dbd0d5ef3e08c
Source dataset: uspto-grants-2000_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06034086

Reaction notes

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