HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 334053Generated: October 30, 2026
Methyl iodide → 6-(Methoxymethyl)pyridine-2-carboxylic acid
https://huagongshe.com/reaction/334053
Participants
| Role | Name | HCID | Charge |
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| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 6-(Hydroxymethyl)picolinic acid | HCID 11789404 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 6-(Methoxymethyl)pyridine-2-carboxylic acid | HCID 45082627 | — |
Reaction Steps
To a stirred solution of 300 mg (1.96 mmol) 6-hydroxymethyl-pyridine-2-carboxylic acid in 20 mL THF was added 188 mg (4.31 mmol) NaH in mineral oil (55%) at 0° C. After gas formation ceased, 310 μL (4.90 mmol) methyl iodide was added dropwise, then the mixture was stirred for 1 h at 0° C. and for 1 h at RT. The reaction mixture was diluted with EtOAc, extracted with water, washed with brine, dried over sodium sulfate, filtered and concentrated in vacuo.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08883789B2 |
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| Source dataset | uspto-grants-2014_11 |
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| ORD ID | ord-6736bc0f0b3840618706e3de867459e5 |
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| Source note | uspto-grants-2014_11 |
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