HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2390791Generated: October 25, 2026
Sodium Carbonate → 3-(3-Tert-butyl-4-difluoromethoxy-phenyl)-2-methoxy-pyridine
https://huagongshe.com/reaction/2390791
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | (2-Methoxypyridin-3-yl)boronic acid | HCID 2762709 | — |
| Reactant | 4-Bromo-2-tert-butyl-difluoromethoxy-benzene | HCID 67286430 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-(3-Tert-butyl-4-difluoromethoxy-phenyl)-2-methoxy-pyridine | HCID 67070007 | 58% |
Reaction Steps
step 2—A sealed tube containing 20 (129 mg, 0.464 mmol), 2-methoxy-3-pyridine boronic acid (37, 108 mg, 0.706 mmol, CASRN 163105-90-6), Pd(PPh3)4 (39 mg, 0.034 mmol) and Na2CO3 (147 mg, 1.387 mmol) in a mixture of MeOH (3 mL) and DCM (1 mL) was heated in a microwave synthesizer at 115° C. for 30 min. The organic volatiles were removed under reduced pressure. The residue was partitioned between EtOAc and water. The organic layer was washed with brine, dried (Na2SO4), filtered and concentrated. The crude residue was purified by SiO2 chromatography eluting with a EtOAc/hexane gradient (0 to 5% EtOAc) to afford 82 mg (58%) of 3-(3-tert-butyl-4-difluoromethoxy-phenyl)-2-methoxy-pyridine (22) as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08273773B2 |
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| Source dataset | uspto-grants-2012_09 |
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| ORD ID | ord-9193624c7cf446d3849efe39f7b72495 |
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| Source note | uspto-grants-2012_09 |
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