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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2353954Generated: November 4, 2026

Sodium hydride → HCID 68679962, compound

https://huagongshe.com/reaction/2353954

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantEthyl 4-bromobutyrateHCID 76300—
ReactantHCID 68681493HCID 68681493—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 68679962HCID 6867996268%

Reaction Steps

Add a solution of 2-Isopropoxycarbonylamino-6-fluor-benzoic acid methyl ester (3.0 g, 11.76 mmol) in DMF (43 mL) to a suspension of sodium hydride 60% dispersion mineral oil (471 mg, 11.76 mmol) in DMF (43 mL) at 0° C. under an atmosphere of nitrogen and allow to reach room temperature over 1 h. Add ethyl 4-bromobutyrate (2.5 mL, 17.64 mmol) and stir at room temperature for 14 h. Dilute with ethyl acetate, wash with 1M HCl, water and brine. Dry the organic layer over anhydrous magnesium sulfate, filter and remove the solvent under reduced pressure. Purify the residue by flash chromatography, eluting with hexanes/ethyl acetate, to provide the title compound (2.96, 68%). MS (ES+): 370 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07749992B2
Source datasetuspto-grants-2010_07
ORD IDord-d6f7214bd0b94311aeb49a9e4fc5506a
Source noteuspto-grants-2010_07