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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 516204Generated: October 31, 2026

Ethyl Acetate → HCID 89408388, compound

https://huagongshe.com/reaction/516204

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantCesium carbonateHCID 10796—
Reactanttert-Butylsulfinamide, (R)-(+)-HCID 10964479—
Reactant4-Chloro-3-fluoropyridine-2-carbaldehydeHCID 72212767—
ReactantHCID 90199529HCID 90199529—
SolventDichloromethaneHCID 6344—
ProductHCID 89408388HCID 89408388100%

Reaction Steps

(S,E)-N-((4-Chloro-3-fluoropyridin-2-yl)methylene)-2-methylpropane-2-sulfinamide: A solution of (R)-2-methylpropane-2-sulfinamide (0.540 g, 4.32 mmol), 4-chloro-3-fluoropicolinaldehyde (0.627 g, 3.93 mmol) and Cs2CO3 (1.921 g, 5.89 mmol) in DCM (20 mL) was stirred for 1 h at rt. The reaction mixture was diluted with EtOAc and washed with brine (3×20 mL). The organic layer was dried over MgSO4, filtered and concentrated in vacuo to provide the desired product (1.1 g, 100%). MS (ESI) m/z: 263.0 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09108981B2
Source datasetuspto-grants-2015_08
ORD IDord-ef915f9a6d9b4044bb7866b93f1d3405
Source noteuspto-grants-2015_08