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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1676861Generated: November 1, 2026

HCID 13849791, compound → HCID 10437199, compound

https://huagongshe.com/reaction/1676861

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 13849791HCID 13849791—
ReactantHCID 67372283HCID 67372283—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 10437199HCID 10437199—

Reaction Conditions

Temperature-78 °C

Reaction Steps

n-BuLi (1.6 M in 0.2 mL hexane) is added dropwise to a solution of 200 mg of benzo[1,3]dioxol-5-ylmethyl-(1-butyl-2-iodo-4-phenyl-3H-imidazol-5-ylmethyl)-(3-ethoxy-benzyl)-amine (prepared by the procedure set forth in the preceding example) at −78° C. under N2. The resulting mixture is stirred at −78° C. A solution of benzylsulfonyl cyanide (63 mg) in 5 mL THF is added and the resulting mixture is stirred at −78° C. for 2 hours, then warmed to room temperature and stirred overnight. The reaction is quenched with 5.0 mL water, extracted with ethyl acetate, and dried over Na2SO4. Concentration and purification via flash chromatography provides the desired product (Compound 5).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08007767B2
Source datasetuspto-grants-2011_08
ORD IDord-078cd4fbb77749f38609f5809b7e9062
Source noteuspto-grants-2011_08