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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1775199Generated: October 31, 2026

Methyl 3-amino-2-bromobenzoate → HCID 89655469, compound

https://huagongshe.com/reaction/1775199

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 3-amino-2-bromobenzoateHCID 13574117—
ReactantPhenylmethyl 3,5-dioxo-1-piperidinecarboxylateHCID 49761164—
SolventAcetic AcidHCID 176—
ProductHCID 89655469HCID 8965546951.5%

Reaction Conditions

Temperature70 °C

Reaction Steps

Methyl 3-amino-2-bromobenzoate (0.25 g, 1.1 mmol) and benzyl 3,5-dioxopiperidine-1-carboxylate (0.13 g, 0.55 mmol) were dissolved in 10 mL of acetic acid at 25° C., under nitrogen. The mixture was stirred for 8 hours at 70° C. The resultant solid was purified by chromatography column on silica gel (elution with hexane/ethyl acetate) to afford 0.13 g (51%) of benzyl 3-((2-bromo-3-(methoxycarbonyl)phenyl)amino)-5-oxo-5,6-dihydropyridine-1(2H)-carboxylate as a tan foam. 1H NMR (CDCl3-d1) δ 7.53-7.58 (m, 3H), 7.42-7.48 (m, 5H), 5.56 (s, 1H), 5.16 (s, 2H), 4.46 (s, 2H), 4.13 (s, 2H), 3.93 (s, 3H). MS (ESI) m/e [M+1]+ 459.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09260440B2
Source datasetuspto-grants-2016_02
ORD IDord-c5229102e88a48fea8c753bb7150b654
Source noteuspto-grants-2016_02