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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 589770Generated: October 30, 2026

Sodium hydride → HCID 66802256, compound

https://huagongshe.com/reaction/589770

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant1-(2-Hydroxyethyl)pyrroleHCID 10975438—
ReactantHCID 56941887HCID 56941887—
SolventTetrahydrofuranHCID 8028—
ProductHCID 66802256HCID 6680225653%

Reaction Conditions

Temperature0 °C

Reaction Steps

A mixture of 2-pyrrol-1-yl-ethanol (17 mg, 0.15 mmol) and NaH (5 mg, 60% dispersion in mineral oil, 0.13 mmol) in THF (200 μL) was stirred at 0° C. for 15 min. A solution of methyl 3-{[(5-chloro-3-methyl-1-benzothien-2-yl)sulfonyl]amino}benzoate (Example 74) (20 mg, 0.05 mmol) in THF (100 μL) was added, and the reaction mixture was stirred at 0° C. for another 6 h. The reaction was quenched by addition of cold MeOH and 4:1 water/HOAc (50 μL) before purified by preparative HPLC. The title compound was obtained in 53% yield (12.5 mg). MS (ESI+) m/z 475 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09233946B2
Source datasetuspto-grants-2016_01
ORD IDord-2dd04b8e3fa54703afec9d7644faa876
Source noteuspto-grants-2016_01