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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1421731Generated: October 31, 2026

Cesium carbonate → 3-(2-tert-Butoxycarbonylamino-ethoxy)-4-cyano-benzoic acid methyl ester

https://huagongshe.com/reaction/1421731

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactanttert-Butyl N-(2-bromoethyl)carbamateHCID 4103526—
ReactantMethyl 4-cyano-3-hydroxybenzoateHCID 16641129—
SolventDimethylformamideHCID 6228—
Product3-(2-tert-Butoxycarbonylamino-ethoxy)-4-cyano-benzoic acid methyl esterHCID 54091503—

Reaction Steps

(2-Bromoethyl)carbamic acid tert-butyl ester (700 mg, 3.12 mmol) from step 1 and 4-cyano-3-hydroxybenzoic acid methyl ester (Example 34 Step 3, 550 mg, 3.12 mmol) was dissolved in DMF (4.5 ml). Cs2CO3 (2.03 g, 6.24 mmol) was added and the reaction stirred at room temperature for 2 hours. The reaction mixture was filtered through celite and washed with DMF (3×10 mL). The DMF was removed in vacuo. The residue was purified by flash chromatography (12% EtOAc/Hexane) to yield the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06077853
Source datasetuspto-grants-2000_06
ORD IDord-28f3b15c351c403b99fc8a827bf60222
Source noteuspto-grants-2000_06