Structure of 93107-30-3
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
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| CAS No. : | 93107-30-3 |
| Formula : | C13H9F2NO3 |
| M.W : | 265.21 |
| SMILES Code : | O=C(C1=CN(C2CC2)C3=C(C=C(F)C(F)=C3)C1=O)O |
| MDL No. : | MFCD01646375 |
| InChI Key : | KNEXGVPHPGXAGF-UHFFFAOYSA-N |
| Pubchem ID : | 5210422 |
| GHS Pictogram: |
|
| Signal Word: | Warning |
| Hazard Statements: | H302-H315-H319-H332-H335 |
| Precautionary Statements: | P261-P280-P305+P351+P338 |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

[ 503-29-7 ]
[ 93107-30-3 ]
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; | EXAMPLE 1 1-cyclopropyl-6-fluoro-1,4-dihydro-7-[1'-azetidinyl]-4-oxo-3-quinoline-carboxylic acid A mixture of 1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid (1.591 g, 6 mmole), acetonitrile (70 ml), azetidine (390 mg, 6.8 mmole) and DBU (913 mg, 6 mmole) were heated at reflux. After only 5 minutes of heating, it was observed that crystalline material was precipitating. After 5 additional minutes of heating, the hot solution was filtered. The reaction mixture was then allowed to cool at room temperature for 1 hour. The solid material that precipitated was collected by filtration, washed first with acetonitrile and then with ethyl ether and then dried to give 650 mg of the title compound, m.p. 298°-299° C. (dec.). NMR(DMSO-D6): 1.12-1.13 d and 1.26-1.28 d, 4H of cyclopropane; 2.3-2.4, m, 2H of C3 'azetidine; 3.2-3.7, q, 1H of cyclopropane; 4.19-4.24, q, 4H of azetidine C2 ' and C4 '; 6.82- 6.85, d, 1H of C8; 7.74-7.78, d, 1H of C5; 8.55, s, 1H of C2. |
[ 57260-73-8 ]
[ 93107-30-3 ]
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| 58% | With pyridine; at 120℃; for 16h; | The corresponding amine (2.07 mmol, 1.1 eq) was added to a suspension of <strong>[93107-30-3]1-cyclopropyl-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid</strong> (Q1b) (500 mg, 1.89 mmol, 1 eq) in pyridine (10 mL). The resulting mixture was heated at reflux at 120 C for 16 h. The resultant mixture was concentrated under reduced pressure. The crude product was isolated by vacuum filtration and washed with EtOAc, water and Et2O to afford the Boc-protected aminated quinolone |
| Yield | Reaction Conditions | Operation in experiment |
|---|---|---|
| With pyridine; | EXAMPLE 131 1-Cyclopropyl-6-fluoro-7-[3-(fluoromethyl)-1-piperazinyl]-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid A suspension of 530.4 mg of 1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid, 90.7 mg of 2-(fluoromethyl)piperazine and 2 ml of pyridine was heated at 115 C. for 30 minutes, then filtered and the filtrate refrigerated overnight. The resulting crystals were collected, washed with water, ether and dried, giving 262 mg of the desired compound as light yellow crystals, mp 202-203 C. |

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