HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 593277Generated: October 29, 2026
Sodium Carbonate → 2-Chloro-4-(2-methoxyphenyl)pyridine
https://huagongshe.com/reaction/593277
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Methoxyphenylboronic acid | HCID 2733958 | — |
| Reactant | 4-Bromo-2-chloropyridine | HCID 3847770 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Dimethoxyethane ethanol water | HCID 86587095 | — |
| Product | 2-Chloro-4-(2-methoxyphenyl)pyridine | HCID 58432611 | 62.4% |
Reaction Steps
To a solution of 4-bromo-2-chloro-pyridine (1.5 g, 7.8 mmol) in DME/water/EtOH 5:1:1 (20 mL) was added (2-methoxyphenyl)boronic acid (1.49 g, 9.8 mmol), Pd(PPh3)2Cl2 (112 mg, 0.16 mmol), and Na2CO3 (1.65 g, 15.6 mmol). The mixture was heated at 125° C. for 90 minutes in a microwave oven. It was concentrated under reduced pressure, and the residue was purified by flash chromatography (silica gel, cHex/EtOAc 100:0 to 80:20) to give the title compound A1 (1.07 g, 62%). MS (ES) C12H10ClNO requires: 219. found: 220 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09242937B2 |
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| Source dataset | uspto-grants-2016_01 |
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| ORD ID | ord-70dd4265c19847c58a7bdafc0b21f239 |
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| Source note | uspto-grants-2016_01 |
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