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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1966237Generated: October 30, 2026

1-Methoxy-2-propanol → 5-Chloro-3-(2-methoxy-1-methyl-ethoxy)-2-nitro-pyridine

https://huagongshe.com/reaction/1966237

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Methoxy-2-propanolHCID 7900—
ReactantTriphenylphosphineHCID 11776—
Reactant5-Chloro-2-nitropyridin-3-olHCID 18765698—
SolventTetrahydrofuranHCID 8028—
Product5-Chloro-3-(2-methoxy-1-methyl-ethoxy)-2-nitro-pyridineHCID 67486418100%

Reaction Conditions

Temperature0 °C

Reaction Steps

5-Chloro-2-nitro-pyridine-3-ol (5.7 mmol) is dissolved in THF (35 ml) and triphenylphosphin (2 eq.) and 1-Methoxy-2-propanol (1 eq.) is added at 0° C. After addition of di-tert.-butylazodicarboxylate (1.5 eq) in THF (10 ml), the reaction is stirred five hours at 0° C. The solvent is removed in vacuo. 5-Chloro-3-(2-methoxy-1-methyl-ethoxy)-2-nitro-pyridine is obtained after column chromatography (heptan/ethylacetate) as yellow solid in a yield of 100%. HPLC (method C): 1.81 min; LC-MS (method A): 1.64 min, 247.05 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08420642B2
Source datasetuspto-grants-2013_04
ORD IDord-9b6d110d96304d60bf42e7dcd21dd991
Source noteuspto-grants-2013_04