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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1810985Generated: October 30, 2026

2-Fluorobenzoic acid → HCID 45073031, compound

https://huagongshe.com/reaction/1810985

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Fluorobenzoic acidHCID 9935—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactanttert-Butyl (2S)-2-methylpiperazine-1-carboxylateHCID 10081508—
SolventHydrochloric AcidHCID 313—
SolventPyridineHCID 1049—
ProductHCID 45073031HCID 4507303155.2%

Reaction Conditions

Temperature150 °C

Reaction Steps

To a solution of (S)-2-methyl-piperazine-1-carboxylic acid tert-butyl ester (4.10 g, 19.8 mmol) in pyridine (41 mL) is added 2-fluoro-benzoic acid (20.2 g. 140 mmol) followed by DBU (43 ml). The mixture is stirred at 150° C. for 48 h. The mixture is diluted with 600 mL of 2N HCl followed by extraction with EtOAc (3×300 mL). Organics are collected and purified by flash chromoatography to provide 3.50 g, 53% yield of (S)-4-(2-carboxy-phenyl)-2-methyl-piperazine-1-carboxylic acid tert-butyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08362249B2
Source datasetuspto-grants-2013_01
ORD IDord-dda3f79f654b4e8dac3890355d6eceb6
Source noteuspto-grants-2013_01