HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,8-Diazabicyclo(5.4.0)undec-7-ene → 7-(cis-3-t-Butoxycarbonylamino-4-methyl-1-pyrrolidinyl)-1-cyclopropyl-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | 1-Cyclopropyl-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid | HCID 535414 | — |
| Reactant | (3S,4S)-3-(Boc-amino)-4-methylpyrrolidine | HCID 11138119 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 7-(cis-3-t-Butoxycarbonylamino-4-methyl-1-pyrrolidinyl)-1-cyclopropyl-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid | HCID 70354049 | 88% |
Reaction Steps
A mixture of 1-cyclopropyl-6,7,8-trifluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid (0.5 g), anhydrous acetonitrile (6 ml), cis-3-t-butoxycarbonylamino-4-methylpyrrolidine (0.53 g) and DBU (0.27 g) was refluxed for an hour and the resulting precipitate was collected by filtration to give the title compound (0.72 g) as pale yellowish powder, mp 229°-230° C. Analysis (%) for C23H27F2N3O5, Calcd. (Found): C, 59.60 (59.47); H, 5.87 (5.85); N, 9.07 (9.01).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04753953 |
| Source dataset | uspto-grants-1988_06 |
| ORD ID | ord-cfb16ad962e841dfb30f16afe6e6db3d |
| Source note | uspto-grants-1988_06 |