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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1511535Generated: November 3, 2026

Potassium Carbonate → {[(4R,12aS)-9-({[(2,4-Difluorophenyl)methyl]amino}carbonyl)-4-methyl-6,8-dioxo-3,4,6,8,12,12a-hexahydro-2H-pyrido[1',2':4,5]pyrazino[2,1-b][1,3]oxazin-7-yl]oxy}methyl 2-(methyloxy)ethyl carbonate

https://huagongshe.com/reaction/1511535

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantIodomethyl 2-(methyloxy)ethyl carbonateHCID 21036325—
Reactant(4R,12aS)-N-[(2,4-Difluorophenyl)methyl]-7-hydroxy-4-methyl-6,8-dioxo-3,4,6,8,12,12a-hexahydro-2H-pyrido[1',2':4,5]pyrazino[2,1-b][1,3]oxazine-9-carboxamide sodium saltHCID 67179015—
CatalystTetrabutylammonium hydrogen sulfateHCID 94433—
Product{[(4R,12aS)-9-({[(2,4-Difluorophenyl)methyl]amino}carbonyl)-4-methyl-6,8-dioxo-3,4,6,8,12,12a-hexahydro-2H-pyrido[1',2':4,5]pyrazino[2,1-b][1,3]oxazin-7-yl]oxy}methyl 2-(methyloxy)ethyl carbonateHCID 44603098—

Reaction Steps

The title compound was prepared from iodomethyl 2-(methyloxy)ethyl carbonate (59 mg, 0.227 mmol) (prepared in a similar manner to example 1), (4R,12aS)-N-[(2,4-Difluorophenyl)methyl]-7-hydroxy-4-methyl-6,8-dioxo-3,4,6,8,12,12a-hexahydro-2H-pyrido[1′,2′:4,5]pyrazino[2,1-b][1,3]oxazine-9-carboxamide sodium salt (50 mg, 0.113 mmol), potassium carbonate (47 mg, 0.340 mmol), and tetrabutylammonium hydrogen sulfate (39 mg, 0.113 mmol), using a similar process to that described in example 1. 1H NMR (CDCl3) δ 10.32 (m, 1H), 8.37 (s, 1H), 7.31 (m, 1H), 6.77 (m, 2H), 5.83 (m, 2H), 5.16 (m, 1H), 4.92 (m, 1H), 4.57 (d, J=6 Hz, 2H), 4.29-4.23 (m, 3H), 4.16 (m, 1H), 3.93 (m, 2H), 3.62-3.57 (m, 2H), 3.32 (s, 3H), 2.13 (m, 1H), 1.46 (m, 1H), 1.30 (d, J=7.2 Hz, 3 H). ES+MS: 552 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08217034B2
Source datasetuspto-grants-2012_07
ORD IDord-57568dff65fa4c4caf20240b6a9dc4d0
Source noteuspto-grants-2012_07