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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1469709Generated: October 31, 2026

Triethylamine → Ethyl 6-chloro-2-fluoro-3-(pivalamidomethyl)benzoate

https://huagongshe.com/reaction/1469709

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantPivaloyl chlorideHCID 62493—
ReactantEthyl 3-(aminomethyl)-6-chloro-2-fluorobenzoateHCID 58483233—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductEthyl 6-chloro-2-fluoro-3-(pivalamidomethyl)benzoateHCID 5848344273.9%

Reaction Steps

To a solution of ethyl 3-(aminomethyl)-6-chloro-2-fluorobenzoate (70 mg, 0.3 mmol) in THF (3 mL) were added Et3N (0.105 mL, 0.76 mmol) and pivaloyl chloride (38 μL, 0.31 mmol). The reaction mass was stirred at rt for 2 h, diluted with EtOAc and was washed with water, and brine. The organic layer was separated, dried, filtered and concentrated to afford 70 mg of the title product. 1H NMR (300 MHz, DMSO-d6): δ 8.15 (br t, 1H), 7.43-7.35 (m, 2H), 4.38 (q, J=7.2 Hz, 2H), 4.26 (d, J=5.7 Hz, 2H), 1.30 (t, J=6.9 Hz, 3H), 1.11 (s, 9H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09006257B2
Source datasetuspto-grants-2015_04
ORD IDord-83ffd3354fad4a3a8255618d57d452b5
Source noteuspto-grants-2015_04