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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 74306Generated: October 29, 2026

2-Methoxybenzaldehyde → 5-(Benzoxazol-2-yl)-2-(2-methoxyphenyl)-1-(tetrahydropyran-4-yl)benzimidazole

https://huagongshe.com/reaction/74306

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-MethoxybenzaldehydeHCID 8658—
ReactantPotassium CarbonateHCID 11430—
ReactantPotassium hydroxy sulfiteHCID 23707502—
Reactant5-(Benzoxazol-2-yl)-2-(tetrahydropyran-4-yl)aminoanilineHCID 67498806—
SolventDimethylformamideHCID 6228—
Product5-(Benzoxazol-2-yl)-2-(2-methoxyphenyl)-1-(tetrahydropyran-4-yl)benzimidazoleHCID 6749899082.4%

Reaction Steps

To a solution of 5-(benzoxazol-2-yl)-2-(tetrahydropyran-4-yl)aminoaniline (see Working Example 20-2) (150 mg, 0.485 mmol) in dimethylformamide (3 mL) was added o-anisaldehyde (79.2 mg, 0.582 mmol) and oxone (179 mg, 0.291 mmol), and this was stirred at room temperature for 2 hours. After the reaction was complete, aqueous potassium carbonate solution was added, and after this was filtered and washed with water, drying yielded the title compound (170 mg, 82% yield) as pale yellow crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08829035B2
Source datasetuspto-grants-2014_09
ORD IDord-6832d96523d74b14b53b384fc45388fb
Source noteuspto-grants-2014_09