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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1836568Generated: November 3, 2026

Bromobenzene → HCID 68523991, compound

https://huagongshe.com/reaction/1836568

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromobenzeneHCID 7961—
ReactantBinap, (A+-)-HCID 634876—
ReactantHCID 23518418HCID 23518418—
ReactantSodium t-butoxideHCID 23676156—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
ProductHCID 68523991HCID 68523991—

Reaction Steps

A solution of (±)-cis-tert-butyl 2-amino-5,6,8a,9,11,11a-hexahydro-4H-pyrido[3,2,1-ij]pyrrolo[3,4-c]quinoline-10(8H)-carboxylate (0.08 g, 0.25 mmol), bromobenzene (0.04 g, 0.27 mmol), BINAP (0.001 g, 0.0015 mmol), sodium-t-butoxide, (0.06 g, 0.65 mmol) and Pd2DBA3 (0.0005 g, 0.0005 mmol) in 10 ml of degassed toluene was heated for 16 h at 90° C. The solution was cooled and filtered through a pad of silica gel and eluted with EtOAc. The volatiles were removed under reduced pressure to afford the title compound which was used without purification. LRMS (ES)+: 406.4 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06777406B2
Source datasetuspto-grants-2004_08
ORD IDord-920f7b91d8ec4b759cf55dd630918dc5
Source noteuspto-grants-2004_08