Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2272250Generated: October 31, 2026

Diisopropylethylamine → HCID 58487380, compound

https://huagongshe.com/reaction/2272250

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant2,6-Difluorobenzoyl chlorideHCID 87438—
ReactantHCID 58486692HCID 58486692—
SolventMethanolHCID 887—
SolventDichloromethaneHCID 6344—
SolventTetrahydrofuranHCID 8028—
SolventSodium HydroxideHCID 14798—
ProductHCID 58487380HCID 5848738054.7%

Reaction Conditions

Temperature50 °C

Reaction Steps

Under an atmosphere of argon, 2,6-difluorobenzoyl chloride (8.0 mg, 35 μmol) was added to a stirred solution of 249 (13 mg, 0.1 mmol) and Hünig's base (37 μL, 28 mg, 0.2 mmol) in dichloromethane (0.5 mL) at room temperature. The reaction was stirred for 0.5 h. The solution was diluted with tetrahydrofuran (0.6 mL), methanol (0.3 mL) and 2 M sodium hydroxide solution (0.1 mL). The mixture was stirred and heated to 50° C. for 20 min then cooled to room temperature, diluted with dichloromethane (10 mL), dried with sodium sulfate and concentrated under reduced pressure. Flash chromatography (ISCO system, silica, 0-20% ethyl acetate in hexane) provided 250 (7.0 mg, 54%) as a solid: LRESIMS m/z 366.1 [M+H]+, calcd. for C20H14F2N3O2 366.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09120751B2
Source datasetuspto-grants-2015_09
ORD IDord-b985e1f91dae4bd2a75a9d99762bc172
Source noteuspto-grants-2015_09