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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1947426Generated: October 31, 2026

Water → HCID 57621394, compound

https://huagongshe.com/reaction/1947426

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
Reactant5-NitroindoleHCID 22523—
Reactant2-Bromoethyl methyl etherHCID 80972—
SolventDimethylformamideHCID 6228—
ProductHCID 57621394HCID 57621394—

Reaction Steps

To a solution of 5-nitroindole (3.5 g; 21.6 mmol) in DMF (100ml) was added Cs2CO3 (13.9 g; 42.6 mmol). The mixture thus obtained was stirred 1 h hour at room temperature then 1-bromo-2-methoxyethane (5.9 g; 42.6 mmol) was added dropwise. The resulting mixture was heated to 120° C. under stirring for 4 hours. After cooling, the mixture was poured into water (500 ml) and the crude product was filtered, dried under vacuum to give 1-(2-methoxyethyl)-5-nitro-1H-indole which was used in the following reaction without any further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399477B2
Source datasetuspto-grants-2013_03
ORD IDord-f6a4c48b6ea8402c8a03c0dfd6671e2b
Source noteuspto-grants-2013_03