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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 981190Generated: October 26, 2026

Tert-Butylamine → 8-Chloro-3-ethoxycarbonyl-7-fluoro-4-oxo-1-tert.-butyl-1,4-dihydro-benzo[b][1,8]naphthyridine

https://huagongshe.com/reaction/981190

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTert-ButylamineHCID 6385—
ReactantEthyl 2-(2,7-dichloro-6-fluoroquinoline-3-carbonyl)-3-dimethylaminoacrylateHCID 54015905—
SolventEthanolHCID 702—
SolventChloroformHCID 6212—
Solvent1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Product8-Chloro-3-ethoxycarbonyl-7-fluoro-4-oxo-1-tert.-butyl-1,4-dihydro-benzo[b][1,8]naphthyridineHCID 1470055357.7%

Reaction Steps

The 8-chloro-3-ethoxycarbonyl-7-fluoro-4-oxo-1-tert.-butyl-1,4-dihydro-benzo[b][1,8]naphthyridine is prepared under the conditions of Example 4 but starting from 8.86 g of ethyl 2-(2,7-dichloro-6-fluoroquinoline-3-carbonyl)-3-dimethylaminoacrylate and 4.03 g of tert.-butylamine in 45 cm3 of trichloromethane and then in 4.53 g of DBU and 45 cm3 of ethanol. 5 g of 8-chloro-3-ethoxycarbonyl-7-fluoro-4-oxo-1-tert.-butyl-1,4-dihydro-benzo[b][1,8]naphthyridine are obtained in the form of a yellow solid melting at 239° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04990515
Source datasetuspto-grants-1991_02
ORD IDord-943211f2fd424cf5b1aa6d230e9c24d9
Source noteuspto-grants-1991_02