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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2204732Generated: October 31, 2026

3-Aminopyridine → 5-Bromo-4-methyl-2-[(phenylmethyl)oxy]-N-3-pyridinylbenzamide

https://huagongshe.com/reaction/2204732

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-AminopyridineHCID 10009—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
Reactant5-Bromo-4-methyl-2-[(phenylmethyl)oxy]benzoic acidHCID 66611218—
SolventDimethylformamideHCID 6228—
Product5-Bromo-4-methyl-2-[(phenylmethyl)oxy]-N-3-pyridinylbenzamideHCID 66611237—

Reaction Steps

3-Aminopyridine (193 mg, 2.06 mmol), and HATU (852 mg, 2.24 mmol) were added to a solution of 5-bromo-4-methyl-2-[(phenylmethyl)oxy]benzoic acid (may be prepared as described in Description 9; 600 mg, 1.87 mmol) in N,N-dimethylformamide (10 ml). The reaction was stirred overnight and the solid was filtered. Solvent was removed in vacuo and water was added. The solid was filtered and washed with ethyl acetate (10 ml) to give a white solid. The products were combined to yield the title compound as an off white solid. 508 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365551B2
Source datasetuspto-grants-2016_06
ORD IDord-4f3439be070648d38a4584de37fec8c5
Source noteuspto-grants-2016_06