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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2068821Generated: October 29, 2026

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

https://huagongshe.com/reaction/2068821

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 numberUS08299057B2
Source datasetuspto-grants-2012_10
ORD IDord-c4fe87ce31964a3e97072c0e25a6fcd7
Source noteuspto-grants-2012_10