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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1433067Generated: November 1, 2026

Ethyl Acetate → HCID 69027424, compound

https://huagongshe.com/reaction/1433067

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantTriacetoxyborohydrideHCID 2724942—
Reactant4-(5-Chlorothiophen-2-yl)benzaldehydeHCID 53426317—
Reactant2-(2-Oxo-piperazin-1-ylmethyl)-pyrrolo[3,2-c]pyridine-1-carboxylic acid tert-butyl esterHCID 54427836—
CatalystAcetic AcidHCID 176—
SolventAcetonitrileHCID 6342—
ProductHCID 69027424HCID 6902742456.7%

Reaction Steps

To a solution of 2-(2-oxo-piperazin-1-ylmethyl)-pyrrolo[3,2-c]pyridine-1-carboxylic acid tert-butyl ester (0.10 g, 0.30 mmol) in acetonitrile (5 mL) is added 4-(5-chloro-thiophen-2-yl)-benzaldehyde (0.067 g, 0.30 mmol) followed by triacetoxyborohydride (0.13 g, 0.60 mmol) and glacial acetic acid (1 drop). The resulting mixture is stirred at room temperature overnight then poured into EtOAc and washed with water (×2) and brine. The organic layer is dried over MgSO4, filtered and concentrated to dryness then purified by column chromatography using EtOAc as the eluent to yield the title compound (0.90 g, 0.17 mmol). ESI MS [M+H]+=537.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07612075B2
Source datasetuspto-grants-2009_11
ORD IDord-d7bee4c504c54b719c4e460c22562ef8
Source noteuspto-grants-2009_11