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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 41274Generated: October 26, 2026

1,4-Dioxane → tert-Butyl{3-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-2-ethyl-6-methoxymethylpyrazolo[5,1-b][1,3]thiazol-7-yl}carbamate

https://huagongshe.com/reaction/41274

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-DioxaneHCID 31275—
ReactantTert-butyl{2-bromo-3-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-6-methoxypyrazolo[5,1-b][1,3]thiazol-7-yl}carbamateHCID 58223388—
ReactantHCID 178418750HCID 178418750—
CatalystHCID 178418851HCID 178418851—
SolventEthylacetate heptaneHCID 21899848—
Producttert-Butyl{3-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-2-ethyl-6-methoxymethylpyrazolo[5,1-b][1,3]thiazol-7-yl}carbamateHCID 123637888—

Reaction Conditions

Temperature60 °C

Reaction Steps

To a dioxane (5 mL) solution of tert-butyl{2-bromo-3-[2,6-dimethoxy-4-(methoxymethyl)phenyl]-6-methoxypyrazolo[5,1-b][1,3]thiazol-7-yl}carbamate (118 mg, 0.224 mmol), 1M diethyl zinc (0.448 mL, 0.448 mmol) and bis(tri-tert-butylphosphine)palladium(0) (5.70 mg, 0.011 mmol) were added, and the mixture was heated at 60° C. for one hour. After the reaction was completed, the solvent was directly distilled off under reduced pressure. The residue was purified by silica gel column chromatography (a mixed solvent of n-heptane and ethyl acetate: n-heptane/ethyl acetate=1/1) to obtain the title compound (84 mg, 0.176 mmol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08530504B2
Source datasetuspto-grants-2013_09
ORD IDord-d3ce3cfeb8994b038d83d377dfc543e2
Source noteuspto-grants-2013_09