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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2121786Generated: November 2, 2026

Methyl 2-Bromo-5-nitrobenzoate → Methyl (3'-chloro-2'-methoxy4-nitro-2-biphenylcarboxylate)

https://huagongshe.com/reaction/2121786

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 2-Bromo-5-nitrobenzoateHCID 245494—
Reactant5-Chloro-2-methoxyphenylboronic acidHCID 2735751—
ReactantMethyl5'-fluoro-2'-methoxy-4-nitro-2-biphenylcarboxylateHCID 10733357—
CatalystHCID 178418397HCID 178418397—
ProductMethyl (3'-chloro-2'-methoxy4-nitro-2-biphenylcarboxylate)HCID 5429840635%

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 (0.58 g, 2.2 mmol), (PPh3)4Pd (77 mg, 0.066 mmol), and 5-chloro-2-methoxyphenylboronic acid (0.54 g, 2.9 mmol) to afford 245 mg (35%) of methyl (3′-chloro-2′-methoxy-4-nitro-2-biphenylcarboxylate) as a clear oil. Data for methyl (3′-chloro-2′-methoxy-4-nitro-2-biphenylcarboxylate): 1H NMR (400 MHz, CDCl3) 8.79 (d, J=2.4, 1H), 8.40 (dd, J=8.4, 2.4, 1H), 7.57 (d, J=8.5, 1H), 7.45 (m, 1H), 7.15 (m, 2H), 3.75 (s, 3H), 3.47 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06696459B1
Source datasetuspto-grants-2004_02
ORD IDord-4b4a44cf5f5a4255ba080174a3d8c7bc
Source noteuspto-grants-2004_02