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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 74252Generated: October 27, 2026

Sodium Bicarbonate → 5-(Benzoxazol-2-yl)-2-methyl-1-(2-picolyl)benzimidazole

https://huagongshe.com/reaction/74252

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
ReactantEthanimidic acid, methyl ester, hydrochloride (1:1)HCID 10313100—
Reactant2-(2-(2-Picolyl)aminoanilin-5-yl)benzoxazoleHCID 67498416—
SolventMethanolHCID 887—
Product5-(Benzoxazol-2-yl)-2-methyl-1-(2-picolyl)benzimidazoleHCID 6749918893%

Reaction Steps

To a methanol (5 mL) solution of 2-(2-(2-picolyl)aminoanilin-5-yl)benzoxazole (see Working Example 79-1) (250 mg, 0.79 mmol) was added methyl acetimidate hydrochloride (100 mg, 0.87 mmol), and this was heated to reflux for 3 hours. After the reaction was complete, saturated aqueous sodium hydrogen carbonate solution was added, and this was extracted with chloroform. The organic layer obtained was dried over anhydrous sodium sulfate, after which it was filtered and concentrated to yield the title compound (250 mg, 93% yield) as white crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08829035B2
Source datasetuspto-grants-2014_09
ORD IDord-a1ef495c74f642e1896c6d90d5112392
Source noteuspto-grants-2014_09