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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1253920Generated: October 26, 2026

Sodium Carbonate → 5-(3-Methyl-2-oxo-2,3-dihydro-benzooxazol-5-yl)-pyridine-3-carbaldehyde

https://huagongshe.com/reaction/1253920

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant5-bromo-3-methyl-3H-benzooxazol-2-oneHCID 337469—
Reactant5-(Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-3-carbaldehydeHCID 4992640—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
Product5-(3-Methyl-2-oxo-2,3-dihydro-benzooxazol-5-yl)-pyridine-3-carbaldehydeHCID 86663359—

Reaction Steps

A mixture of 5-Bromo-3-methyl-3H-benzooxazol-2-one (684 mg, 3 mmol), 5-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridine-3-carbaldehyde (699.2 mg, 3 mmol), polymer supported PalladiumTetrakis (0.11 mmol/g, 682 mg, 0.075 mmol), Na2CO3 (2 M in eater, 3 mL, 6 mmol) in DME (6 mL) was heated to reflux for overnight. After filteration and concentration, the residue was purified by flash column and yielded yellow solid. ESI-MS m/z: 255.0 [M+1]+, Retention time 1.03 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08455522B2
Source datasetuspto-grants-2013_06
ORD IDord-2817124651e545e183632814ed770f15
Source noteuspto-grants-2013_06