HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 3-(3-Tert-butyl-4-methoxy-5-nitrophenyl)-2-methoxypyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | (2-Methoxypyridin-3-yl)boronic acid | HCID 2762709 | — |
| Reactant | 5-Bromo-1-tert-butyl-2-methoxy-3-nitrobenzene | HCID 22930147 | — |
| Solvent | Dichloromethane methanol | HCID 21226129 | — |
| Product | 3-(3-Tert-butyl-4-methoxy-5-nitrophenyl)-2-methoxypyridine | HCID 67070010 | 82% |
Reaction Conditions
| Temperature | 115 °C |
|---|
Reaction Steps
step 1—A mixture of 5-bromo-1-tert-butyl-2-methoxy-3-nitrobenzene (0.48 g, 1.7 mmol; CASRN 474554-50-2), 37 (0.28 g, 1.8 mmol), Pd(PPh3)3 (0.19 g, 0.17 mmol) and Na2CO3 (0.53 g, 5.0 mmol) in DCM/MeOH (3:1, 8 mL) was subjected to microwave heating to 115° C. for 35 min. The reaction mixture was filtered and the filtrate concentrated. The crude residue was purified by SiO2 chromatography eluting with EtOAc/hexane to afford 0.44 g (82%) of 3-(3-tert-butyl-4-methoxy-5-nitrophenyl)-2-methoxypyridine (98) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08273773B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-303d639c3a4c4b1ca35271abfa6ac019 |
| Source note | uspto-grants-2012_09 |