HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 520477Generated: October 26, 2026
Potassium Carbonate → Methyl 6-(chloromethyl)pyridine-2-carboxylate
https://huagongshe.com/reaction/520477
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | Methyl 6-(hydroxymethyl)picolinate | HCID 11513809 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methyl 6-(chloromethyl)pyridine-2-carboxylate | HCID 53404482 | 101.4% |
Reaction Steps
SOCl2 (57 g, 0.48 mol) was added to a solution of methyl 6-(hydroxymethyl)picolinate 66 (40.0 g, 0.239 mol) (Chem. Eur. J. 2006, 12, 6393-6402) in dichloromethane (500 mL) at room temperature. The mixture was stirred at 40° C. for 1 h and sat. aq K2CO3 was added to adjust the pH to 9. The mixture was extracted with CH2Cl2 and the combined organics were washed with brine, dried (Na2SO4), and concentrated in vacuo to give 67 (45 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09326986B2 |
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| Source dataset | uspto-grants-2016_05 |
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| ORD ID | ord-3040965c9beb4b7faa1e882259a44048 |
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| Source note | uspto-grants-2016_05 |
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