HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 70395691, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | rel-(3R,4S)-4-Methyl-3-pyrrolidinamine | HCID 10329256 | — |
| Reactant | 5-Amino-1-cyclopropyl-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid | HCID 13910947 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 70395691 | HCID 70395691 | 85.5% |
Reaction Steps
A mixture of 5-amino-1-cyclopropyl-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid (1.5 g), trans-3-amino-4-methylpyrrolidine (0.76 g), DBU (0.77 g), and acetonitrile (30 ml) was refluxed for 7 hours. The precipitated crystals were collected by filtration after cooling, washed with acetonitrile, and dried. Recrystallization from chloroform-ethanol gave cyclopropyl-6,8-difluoro-1,4-dihydro-4-oxoquinoline-3-cyclopropyl-6,8-difluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid (1.05 g), m.p. 234°-236° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04886810 |
| Source dataset | uspto-grants-1989_12 |
| ORD ID | ord-45284f54a4a64931bd856d65207ebc86 |
| Source note | uspto-grants-1989_12 |