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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 877428Generated: October 29, 2026

Diisopropylethylamine → HCID 86707737, compound

https://huagongshe.com/reaction/877428

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantEthyl 3-chloro-3-oxopropionateHCID 118931—
Reactant4-Bromo-2,6-difluoroanilineHCID 610191—
SolventDichloromethaneHCID 6344—
ProductHCID 86707737HCID 8670773765%

Reaction Steps

To a solution of 4-bromo-2,6-difluoroaniline (10 g, 48 mmol) in DCM (15 mL) was added ethyl 3-chloro-3-oxopropanoate (6.8 mL, 53 mmol) and DIEA (9.2 mL, 53 mmol) at room temperature. After 1 hour, the reaction mixture was partitioned between H2O and DCM. The organic phase was washed with saturated NH4Cl, H2O, dried over Na2SO4, and filtered. The filtrate was concentrated under reduced pressure to give Compound B26a (10 g, 65% yield). HPLC: RT=1.6 (LCMS Method Q). MS (ES): m/z=321.9 [M+H]+. 1H NMR (500 MHz, CHLOROFORM-d) δ 8.89 (br. s., 1H), 7.20-7.15 (m, 2H), 4.29 (q, J=7.2 Hz, 2H), 3.54 (s, 2H), 1.36-1.31 (m, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987314B2
Source datasetuspto-grants-2015_03
ORD IDord-c6b6f445591a4609b16622a3a40ab19f
Source noteuspto-grants-2015_03