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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 38644Generated: October 30, 2026

HCID 56646749, compound → 3-(4-Oxo-6-(pyrrolidin-1-yl)-1,4-dihydroquinolin-2-yl)phenyl dihydrogen phosphate

https://huagongshe.com/reaction/38644

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 56646749HCID 56646749—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product3-(4-Oxo-6-(pyrrolidin-1-yl)-1,4-dihydroquinolin-2-yl)phenyl dihydrogen phosphateHCID 5664552969.8%

Reaction Steps

A suspension of 146 (200 mg, 0.36 mmol) in anhydrous MeOH (10 mL) was hydrogenated in the presence of 10% Pd/C (100 mg) at 25° C. for 20 min. The catalyst and precipitate were collected and dissolved in 10% NaHCO3 solution and then filtered. The filtrate was acidified with dil aq HCl and the precipitate was then collected and washed with acetone to give 147 (97 mg, 0.25 mmol). Yellow solid; yield: 69.8%; mp>300° C.; MS (ESI): m/z 387.1 (M+H)+; 1H-NMR (D2O+NaOD, 200 MHz): δ 1.78 (m, 4H), 3.08 (m, 4H), 6.70 (s, 1H), 7.12-7.20 (m, 3H), 7.28 (t, J=7.8 Hz, 1H), 7.40 (d, J=7.6 Hz, 1H), 7.49 (s, 1H), 7.61 (d, J=9.8 Hz, 1H); Anal. (C19H19N2O5P) C, H, N.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08524740B2
Source datasetuspto-grants-2013_09
ORD IDord-de5a9b01489e43b2b832db492cc5cd89
Source noteuspto-grants-2013_09