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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2410923Generated: November 3, 2026

Toluene → tert-butyl 4-(6-bromo-8-carbamoyl-9H-carbazol-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate

https://huagongshe.com/reaction/2410923

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantSodium CarbonateHCID 10340—
ReactantTert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylateHCID 4642098—
Reactant3-bromo-7-iodo-9H-carbazole-1-carboxamideHCID 66604592—
CatalystHCID 178418397HCID 178418397—
SolventMethanolHCID 887—
Producttert-butyl 4-(6-bromo-8-carbamoyl-9H-carbazol-2-yl)-5,6-dihydropyridine-1(2H)-carboxylateHCID 66604634—

Reaction Conditions

Temperature105 °C

Reaction Steps

3-Bromo-7-iodo-9H-carbazole-1-carboxamide 481A (200 mg, 0.482 mmol), tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate (194 mg, 0.626 mmol), Pd(Ph3P)4 (35 mg, 0.030 mmol), and Na2CO3 (2M) (0.964 mL, 1.928 mmol) were mixed with toluene (10 mL) and MeOH (5 mL) in a sealed microwave vial. The mixture was flushed with N2 and heated at 105° C. in an oil bath for 4 hrs. The mixture was used as it is. MS (ESI) m/z 468.22 (M−H)−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08815840B2
Source datasetuspto-grants-2014_08
ORD IDord-26f54b720ef544709feaa832577e9866
Source noteuspto-grants-2014_08