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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 519010Generated: October 29, 2026

Potassium Carbonate → HCID 86727367, compound

https://huagongshe.com/reaction/519010

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantTrimethylboroxineHCID 574072—
ReactantHCID 86727364HCID 86727364—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 86727367HCID 8672736743.3%

Reaction Steps

A degassed mixture of 4-(7-bromo-4-methyl-3-oxo-2,3,4,10-tetrahydro-9-oxa-1,2,4a-triaza-phenanthren-6-yl)-piperidine-1-carboxylic acid tert-butyl ester (0.08 g, 0.167 mmol), 2,4,6-trimethyl-1,3,5,2,4,6-trioxatriborinane (0.042 g, 0.334 mmol), [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II)dichloride dichloromethane complex (0.027 g, 0.033 mmol) and K2CO3 (0.046 g, 0.334 mmol) in dioxane (1 mL) and water (0.2 mL) was heated to reflux for 8 h. The reaction mixture was cooled to ambient temperature and filtered. The filtrate was concentrated in vacuo and the residue was purified by preparative-TLC (eluting with 50% EtOAc in petroleum ether) to give 4-(4,7-dimethyl-3-oxo-2,3,4,10-tetrahydro-9-oxa-1,2,4a-triaza-phenanthren-6-yl)-piperidine-1-carboxylic acid tert-butyl ester (0.03 g, 43%) as a pale white solid. LC/MS (Table 1, Method 3) Rt=1.415 min.; MS m/z: 415 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09115151B2
Source datasetuspto-grants-2015_08
ORD IDord-de492d28a733486e8b1615a6fe17e682
Source noteuspto-grants-2015_08