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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1028391Generated: November 2, 2026

Acetanilide → 2-Methyl-3-phenyl-3H-imidazo[4,5-b]pyridine

https://huagongshe.com/reaction/1028391

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetanilideHCID 904—
Reactant2-Bromo-3-nitropyridineHCID 555054—
Product2-Methyl-3-phenyl-3H-imidazo[4,5-b]pyridineHCID 1292524953%

Reaction Steps

The title compound was prepared with the analogous procedure described in example 3 using 2-Bromo-3-nitropyridine (101 mg, 0.5 mmol) and N-phenylacetamide (81 mg, 0.6 mmol) as starting materials to yield the title compound as pale yellow viscous oil (55 mg, 53%). 1H NMR (DMSO) δ 2.48 (s, 3 H), 7.24 (dd, 1 H), 7.53-7.63 (m, 5 H), 8.02 (d, 1 H), 8.20 (d, 1 H); 13C NMR δ 14.6, 118.3, 125.9, 127.4, 128.7, 129.3, 134.1, 134.3, 143.0, 148.7, 152.9. HRMS (FAB): cal. for C13H12N3 [M-FH+]: 210.1031; found: 210.1027.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08735586B2
Source datasetuspto-grants-2014_05
ORD IDord-996a06a1c83545ec90c2e47ed45731d2
Source noteuspto-grants-2014_05