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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 390293Generated: October 29, 2026

Water → [2-(4-Methoxy-5-nitro-pyrimidin-2-yloxy)-ethyl]-propyl-carbamic acid tert-butyl ester

https://huagongshe.com/reaction/390293

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant2-Chloro-4-methoxy-5-nitropyrimidineHCID 3801616—
Reactant(2-Hydroxy-ethyl)-propyl-carbamic acid tert-butyl esterHCID 14925143—
SolventTetrahydrofuranHCID 8028—
Product[2-(4-Methoxy-5-nitro-pyrimidin-2-yloxy)-ethyl]-propyl-carbamic acid tert-butyl esterHCID 66882150—

Reaction Steps

To a solution of (2-hydroxy-ethyl)-propyl-carbamic acid tert-butyl ester (1.07 g, 5.28 mmol) in THF (40 ml) at 0° C. was added NaH (0.25 g, 5.80 mmol). After stirring the suspension at 0° C. for 30 minutes a solution of 2-chloro-4-methoxy-5-nitropyrimidine (1 g, 5.28 mmol) in THF (10 ml) was added and the mixture was stirred at room temperature for 16 h. The mixture was added to water, which was extracted three times with dichloromethane. The combined organic layers were dried over MgSO4, filtered and concentrated under reduced pressure to obtain the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08383641B2
Source datasetuspto-grants-2013_02
ORD IDord-655a99571ab9415eb30d5c8a6b6fe233
Source noteuspto-grants-2013_02