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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 386652Generated: October 31, 2026

Dichloromethane → HCID 59377435, compound

https://huagongshe.com/reaction/386652

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantPotassium CarbonateHCID 11430—
ReactantTrimethylboroxineHCID 574072—
ReactantHCID 59377425HCID 59377425—
SolventWaterHCID 962—
ProductHCID 59377435HCID 59377435—

Reaction Conditions

Temperature110 °C

Reaction Steps

To 7-amino-6-bromo-1-methyl-3,4-dihydro-1H-quinolin-2-one 1 (57 mg, 0.615 mmol) dissolved in 4 ml degassed dioxane was added 50 mg (0.0615 mmol) PdCl2dppf.CH2Cl2, K2CO3 (255 mg 1.845 mmol), 400 ul H2O, and 86 ul (0.615 mmol) trimethylboroxine. The mixture was heated to 110° C. and stirred for 12 hours, then cooled and partitioned between ethyl acetate and brine. The organic layer was dried over MgSO4 filtered and concentrated under reduced pressure. Purification by column chromatography, eluting with 75% ethyl acetate/hexanes, provided 75 mg of 7-amino-1,6-dimethyl-3,4-dihydro-1H-quinolin-2-one.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08372865B2
Source datasetuspto-grants-2013_02
ORD IDord-503ad8051d7542d28b5600f4a00429f6
Source noteuspto-grants-2013_02