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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 657384Generated: October 28, 2026

Glutaric anhydride → 5-{[(3-bromo-4-fluorophenyl)methyl]amino}-5-oxopentanoic Acid

https://huagongshe.com/reaction/657384

Reaction equation

Participants

RoleNameHCIDCharge
ReactantGlutaric anhydrideHCID 7940—
ReactantDiisopropylethylamineHCID 81531—
Reactant1-(3-Bromo-4-fluorophenyl)methanamine hydrochlorideHCID 2724901—
SolventTetrahydrofuranHCID 8028—
Product5-{[(3-bromo-4-fluorophenyl)methyl]amino}-5-oxopentanoic AcidHCID 5781987196.4%

Reaction Steps

A mixture of glutaric anhydride (342 mg, 3 mmol), [(3-bromo-4-fluorophenyl)methyl]amine hydrochloride salt (721.5 mg, 3 mmol), and diisopropyl ethyl amine (2 mL) in THF (50 mL) was stirred at room temperature for 1 hour. It was concentrated, mixed with 4% HCl (50 mL) and extracted with EtOAc (50 mL, 2×). The combined organic extracts were dried and concentrated to provide the captioned product (920 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08071588B2
Source datasetuspto-grants-2011_12
ORD IDord-90605323a46a45d5b84f73b3495cc48b
Source noteuspto-grants-2011_12