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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 64141Generated: October 29, 2026

Nitrogen → HCID 117777431, compound

https://huagongshe.com/reaction/64141

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitrogenHCID 947—
ReactantSodium CarbonateHCID 10340—
ReactantN-(3-bromo-5-nitrophenyl)acetamideHCID 10658908—
Reactant1-(Phenylsulfonyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indoleHCID 16217945—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 117777431HCID 11777743177%

Reaction Steps

A solution of N-(3-bromo-5-nitrophenyl)acetamide (0.38 g, 1.48 mmol) in 1,2-dimethoxyethane (15 ml) was degassed by N2 bubbling for 5 min. 1-(Phenylsulfonyl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole (0.68 g, 1.77 mmol, 1.2 eq.) was added and the mixture was degassed for another 5 min. Pd(dppf)Cl2 (0.12 g, 0.148 mmol, 0.1 eq.) and aqueous sodium carbonate (0.47 g, 4.45 mmol, 3.0 eq.) were added and the procedure of Example 1(d) was followed. The crude residue of the product was purified by column chromatography (60-120 silica gel, 30% ethyl acetate in hexane) to give the product in 77% yield (0.5 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09447091B2
Source datasetuspto-grants-2016_09
ORD IDord-e3349ae2be6b4d3e92ee90610e34da6e
Source noteuspto-grants-2016_09