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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1939439Generated: October 29, 2026

Methyl 2-Bromo-5-nitrobenzoate → Methyl 2',5'-dimethoxy-4-nitro-2-biphenylcarboxylate

https://huagongshe.com/reaction/1939439

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 2-Bromo-5-nitrobenzoateHCID 245494—
Reactant2,5-Dimethoxyphenylboronic acidHCID 2734342—
ReactantMethyl5'-fluoro-2'-methoxy-4-nitro-2-biphenylcarboxylateHCID 10733357—
CatalystHCID 178418397HCID 178418397—
ProductMethyl 2',5'-dimethoxy-4-nitro-2-biphenylcarboxylateHCID 1080542269%

Reaction Steps

This compound was prepared in a manner similar to that of methyl 5'-fluoro-2'-methoxy-4-nitro-2-biphenylcarboxylate (EXAMPLE 107) from methyl 2-bromo-5-nitrobenzoate (2.46 g, 9.46 mmol), (PPh3)4Pd (0.33 g, 0.28 mmol), and 2,5-dimethoxyphenylboronic acid (2.42 g, 13.3 mmol) to afford 2.08 g (69%) of methyl (2',5'-dimethoxy-4-nitro-2-biphenylcarboxylate) as a white solid. Data for methyl (2',5'-dimethoxy-4-nitro-2-biphenylcarboxylate): 1H NMR (400 MHz, CDCl3) 8.70 (d, J=2.4, 1H), 8.37 (dd, J=8.4, 2.5, 1H), 7.52 (d, J=8.5, 1H), 6.92 (dd, J=8.8, 3.0, 1H), 6.84 (m, 1H), 3.82 (s, 3H), 3.75 (s, 3H), 3.67 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05696127
Source datasetuspto-grants-1997_12
ORD IDord-d8f4d620d761487bb72aa8876e38c181
Source noteuspto-grants-1997_12