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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 512991Generated: October 26, 2026

Sodium Bicarbonate → 4-fluoro-2-((S)-2-methoxy-1-methyl-ethylamino)-benzoic acid tert-butyl ester

https://huagongshe.com/reaction/512991

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
Reactant2-Propanamine, 1-methoxy-, (2S)-HCID 7021536—
ReactantTert-butyl 2,4-difluorobenzoateHCID 57447335—
Product4-fluoro-2-((S)-2-methoxy-1-methyl-ethylamino)-benzoic acid tert-butyl esterHCID 6673735984%

Reaction Conditions

Temperature65 °C

Reaction Steps

A mixture of 2,4-difluoro-benzoic acid tert-butyl ester (30 g, 140.05 mmol) and (S)-2-methoxy-1-methyl-ethylamine (100 mL) was stirred at 65° C. for 2 days. A saturated solution of NaHCO3 was added and the mixture was extracted with dichloromethane (3 times). The organic phase was washed twice with water then with brine, dried over sodium sulfate filtered and evaporated to dryness to obtain a crude, which was purified by column chromatography on silica gel (exane/ethyl acetate 9:1). The title compound (33.38 g, 84%) was obtained as oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09102662B2
Source datasetuspto-grants-2015_08
ORD IDord-6b9f67f2347a42bda7ae52a188004a4c
Source noteuspto-grants-2015_08