HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 5-(3-Methyl-2-oxo-2,3-dihydro-benzooxazol-5-yl)-pyridine-3-carbaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 5-bromo-3-methyl-3H-benzooxazol-2-one | HCID 337469 | — |
| Reactant | 5-(Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-3-carbaldehyde | HCID 4992640 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 5-(3-Methyl-2-oxo-2,3-dihydro-benzooxazol-5-yl)-pyridine-3-carbaldehyde | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08455522B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-2817124651e545e183632814ed770f15 |
| Source note | uspto-grants-2013_06 |