HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1753881Generated: October 28, 2026
N-Methylethylamine → 6-Chloro-2-(ethyl(methyl)amino)-4-methyl-pyridine-3-carboxylic acid ethylester
https://huagongshe.com/reaction/1753881
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | N-Methylethylamine | HCID 12219 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Ethyl 2,6-dichloro-4-methylnicotinate | HCID 70700301 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | 6-Chloro-2-(ethyl(methyl)amino)-4-methyl-pyridine-3-carboxylic acid ethylester | HCID 86664324 | 44.6% |
Reaction Steps
A mixture of 8.2 g (35.0 mmol) 2,6-dichloro-4-methyl-pyridine-3-carboxylic acid ethylester, 3.7 ml (43.8 mmol) N-methylethylamine and 8.9 ml (52.5 mmol) DIPEA in NMP (25 ml) was heated in the MW to 90° C. for 1 h. Then the solution was diluted with water, a 1M aq. NaOH sol. and EtOAc. The organic layer was separated, dried over MgSO4 and concentrated in vacuo. Purification of the residue by CC (hexane/EtOAc 9:1) provided 4.0 g (15.6 mmol, 44%) 6-chloro-2-(ethyl(methyl)amino)-4-methyl-pyridine-3-carboxylic acid ethylester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09168259B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-8c9f46a5599546d8aacfa2eb5b9190e3 |
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| Source note | uspto-grants-2015_10 |
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