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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1615845Generated: October 31, 2026

Hydrogen Bromide → HCID 66864394, compound

https://huagongshe.com/reaction/1615845

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrogen BromideHCID 260—
ReactantAmmonium HydroxideHCID 14923—
ReactantSodium NitriteHCID 23668193—
ReactantHCID 66864796HCID 66864796—
Catalystcopper(I) bromideHCID 24593—
SolventWaterHCID 962—
ProductHCID 66864394HCID 66864394—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a suspension of (2R)-6-amino-2′-oxo-1,1′,2′,3-tetrahydrospiro[indene-2,3′-pyrrolo[2,3-b]pyridine]-5-carbonitrile (200 mg, 0.72 mmol) in 25% HBr at 0° C. was added a solution of sodium nitrite (61.4 mg, 0.89 mmol) in H2O (0.3 mL) dropwise. The cooled mixture was then added to a cooled solution of copper(I)bromide (107 mg, 0.746 mmol) in 48% HBr (0.557 mL, 4.92 mmol). The reaction mixture was stirred at 0° C. for 1 h then warmed to ambient temperature. H2O (5 mL) was added and the mixture was made basic by addition of concentrated NH4OH. The resulting precipitate was collected by filtration and washed with H2O to provide the title compound in sufficient purity for the next step. MS: m/z=341 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765759B2
Source datasetuspto-grants-2014_07
ORD IDord-99266c55f18641d293f06daf83fa1284
Source noteuspto-grants-2014_07