Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 386663Generated: October 30, 2026

Dichloromethane → HCID 59377407, compound

https://huagongshe.com/reaction/386663

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantTriethylboraneHCID 7357—
ReactantCesium carbonateHCID 10796—
ReactantHCID 59377423HCID 59377423—
SolventDimethylformamideHCID 6228—
ProductHCID 59377407HCID 5937740756.2%

Reaction Steps

A mixture of 6-amino-7-bromo-4-methyl-4H-benzo[1,4]oxazin-3-one (0.21 g, 0.82 mmol), triethylborane (2.47 ml of 1.0 M solution in hexane, 5.56 mmol), PdCl2dppf.CH2Cl2 (0.067 g, 0.082 mmol) and Cs2CO3 0.81 g, 2.46 mmol) in DMF (6 ml) was heated at 50° C. under argon for 18 hours. The mixture was partitioned between EtOAc and water. The EtOAc layed was dried (MgSO4), filtered, concentrated under reduced pressure and purified with prep-plate TLC (hexanes:EtOAc 1:1) to give 0.095 g of 6-amino-7-ethyl-4-methyl-4H-benzo[1,4]oxazin-3-one as a tan solid, 63%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08372865B2
Source datasetuspto-grants-2013_02
ORD IDord-e9d6ce9711fc48419e1102c8dc0f9e33
Source noteuspto-grants-2013_02