Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 465381Generated: October 30, 2026

Sodium hydride → HCID 15021553, compound

https://huagongshe.com/reaction/465381

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantEthyl 7-chloro-1-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylateHCID 1268243—
Reactant1-Boc-3-pyrrolidinolHCID 4416939—
SolventDimethylformamideHCID 6228—
ProductHCID 15021553HCID 1502155353%

Reaction Steps

To a mixture of 325 mg of ethyl 1-(2,4-difluorophenyl)-6-fluoro-7-chloro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylate, 325 mg of 1-t-butoxycarbonyl-3hydroxypyrrolidine, 194 mg of DBU and 3 ml of DMF was added 46 mg of 55% sodium hydride while the former was stirred at room temperature. After the resultant mixture was stirred for 1.5 hours at room temperature, the reaction mixture was treated in a similar manner to Example 1-(1), whereby 240 mg of ethyl 7-(1-t-butoxycarbonyl-3-pyrrolidinyloxy)-1-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylate was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05153203
Source datasetuspto-grants-1992_10
ORD IDord-e7b98fc1630c4088b316933dd4d74bfc
Source noteuspto-grants-1992_10