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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1376128Generated: October 31, 2026

Cesium carbonate → 3-(Pyridin-4-ylamino)-1H-indole-2-carboxylic Acid Acetoxymethyl Ester

https://huagongshe.com/reaction/1376128

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantBromomethyl acetateHCID 68536—
Reactant3-(pyridin-4-ylamino)-1H-indole-2-carboxylic AcidHCID 10198928—
SolventDimethylformamideHCID 6228—
Product3-(Pyridin-4-ylamino)-1H-indole-2-carboxylic Acid Acetoxymethyl EsterHCID 10336421—

Reaction Conditions

Temperature50 °C

Reaction Steps

Stir at 50° C. for 10 min. a mixture of 3-(4-pyridinylamino)-1H-indole-2-carboxylic acid (1.27 g, 5 mmol) in DMF (25 mL), and add Cs2CO3 (1.63 g, 5 mmol). After 10 min. add bromomethyl acetate (0.95 g, 6.21 mmol) and one minute thereafter quench into aqueous NH4Cl solution. Extract with EtOAc and wash the extract with aqueous NaHCO3 solution. Dry the extract (MgSO4), filter and concentrate under vacuum to give a solid. Triturate the solid with EtOAc and obtain the title compound as a solid: MS 326(M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07169925B2
Source datasetuspto-grants-2007_01
ORD IDord-f80a60ee9c864a5b85fabf3988694099
Source noteuspto-grants-2007_01