Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1475309Generated: November 1, 2026

Sodium Iodide → HCID 86723941, compound

https://huagongshe.com/reaction/1475309

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantBenzyl BromideHCID 7498—
ReactantSodium ThiosulfateHCID 24477—
Reactanttert-butyl 5-methoxy-2,3-dihydro-1H-pyrrolo[2,3-c]pyridine-1-carboxylateHCID 67133755—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
ProductHCID 86723941HCID 8672394164%

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of 5-methoxy-2,3-dihydro-pyrrolo[2,3-c]pyridine-1-carboxylic acid tert-butyl ester (0.065 g, 0.26 mmol), benzyl bromide (0.053 g, 0.31 mmol), sodium iodide (0.077 g, 0.52 mmol) and acetonitrile (2 mL) was stirred at 60° C. for 40 h. The mixture was poured into a mixture of water (10 mL) and saturated aqueous sodium thiosulfate (10 mL) and extracted with DCM (3×20 mL). The combined organic extracts were dried (Na2SO4) and evaporated in vacuo to give a brown oil. Chromatography (SiO2; gradient elution with 0-100% EtOAc in petrol) gave the title compound (0.054 g, ˜64%) as a colourless oil. MS: [M+H]+=327.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09018214B2
Source datasetuspto-grants-2015_04
ORD IDord-016a4c83e52b4d4892c3efa13d8a4395
Source noteuspto-grants-2015_04