Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1029279Generated: November 2, 2026

Cesium carbonate → HCID 58168002, compound

https://huagongshe.com/reaction/1029279

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantMethyl 3-(bromomethyl)benzoateHCID 517981—
Reactant9-amino-5H-benzo[c][1,8]naphthyridin-6-oneHCID 58167951—
SolventDimethylformamideHCID 6228—
ProductHCID 58168002HCID 5816800244.7%

Reaction Steps

70 (171 mg, 0.81 mmol), methyl 3-(bromomethyl)benzoate (0.01 mL, 0.97 mmol), and Cs2CO3 (791 mg, 2.43 mmol) were suspended in DMF (3 mL), and stirred overnight at ambient temperature. The reaction solution was purified directly via flash chromatography on silica gel to provide 458 (130 mg, 44% yield) as a white powder. LC-MS (M+H=360, obsd.=360). 1H NMR (400 MHz, DMSO-D6) δ 8.53 (dd, J=6.3, 11.9, 2H), 8.06 (d, J=8.7, 1H), 7.86 (s, 1H), 7.80 (d, J=8.0, 1H), 7.56 (d, J=7.6, 1H), 7.44 (d, J=8.5, 2H), 7.31 (m, 1H), 6.91 (d, J=9.0, 1H), 6.22 (s, 1H), 5.71 (s, 2H), 3.80 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08735584B2
Source datasetuspto-grants-2014_05
ORD IDord-2bcf490e793f480ca889e89d339ef680
Source noteuspto-grants-2014_05