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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1494811Generated: October 31, 2026

1,8-Diazabicyclo(5.4.0)undec-7-ene → 7-(5-Acetamidomethyl-2-isoindolinyl)-1-cyclopropyl-6,8-difluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid

https://huagongshe.com/reaction/1494811

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant1-Cyclopropyl-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 535414—
Reactant5-Acetamidomethylisoindoline hydrobromideHCID 19828513—
SolventDimethylformamideHCID 6228—
Product7-(5-Acetamidomethyl-2-isoindolinyl)-1-cyclopropyl-6,8-difluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acidHCID 5715187534%

Reaction Steps

283 mg of 1-cyclopropyl-6,7,8-trifluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid, 325 mg of 5-acetamidomethylisoindoline hydrobromide, 536 mg of DBU, and 2 ml of anhydrous DMF were processed in the same manner as in Example 20 to produce 154 mg of 7-(5-acetamidomethyl-2-isoindolinyl)-1-cyclopropyl-6,8-difluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid. 1H-NMR (CDCl3) δ: 8.74 (1H, s, C2 --H), 7.89 (1H, d, J=14Hz, C5 --H), 7.26-7.30 (3H, brs, ARM-H), 5.15 (4H, brs, 2 x --CH2N--), 4.47 (2H, d, J=6Hz, CH2NH2), 4.00 (1H, m, ##STR310## 2.06 (3H, s, --COCH3), 1.17-1.31 (4H, m, ##STR311##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05026856
Source datasetuspto-grants-1991_06
ORD IDord-99ce4f7888c94f15ac54f56feb3fbf5c
Source noteuspto-grants-1991_06