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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1948434Generated: October 30, 2026

HCID 86652446, compound → HCID 11998797, compound

https://huagongshe.com/reaction/1948434

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 86652446HCID 86652446—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 11998797HCID 11998797—

Reaction Conditions

Temperature-70 °C

Reaction Steps

N-{5-[2-Bromo-5-(7-hydroxymethyl-6,8-dioxa-3-aza-bicyclo[3.2.1]octane-3-sulfonyl)-thiophen-3-yl]-4-methyl-thiazol-2-yl}-acetamide obtained in Step I as described above (450 mg; 0.86 mmol; 1 eq), is dissolved in anhydrous THF (45 ml). The reaction mixture is cooled down to −70° C. and put under nitrogen. n-Butyllithium (3.4 ml; 1.6 M; 6.86 mmol; 8 eq) is added dropwise. The reaction is stirred 1 hour and it is quenched with water. Solvents are evaporated and the resulting crude product is purified by preparative HPLC, affording Compound (37) as a white-off solid (74.1 mg; 15%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399497B2
Source datasetuspto-grants-2013_03
ORD IDord-ff81f7c8a3ce4a178a6954aea496d7be
Source noteuspto-grants-2013_03