HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 336262Generated: October 29, 2026
Diisopropylethylamine → 6-[2-(Methoxymethyl)pyrrolidin-1-yl]-5-methylnicotinonitrile
https://huagongshe.com/reaction/336262
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-(Methoxymethyl)pyrrolidine | HCID 143953 | — |
| Reactant | 5-Cyano-2-fluoro-3-picoline | HCID 23288269 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 6-[2-(Methoxymethyl)pyrrolidin-1-yl]-5-methylnicotinonitrile | HCID 67530227 | 87% |
Reaction Steps
2-(Methoxymethyl)pyrrolidine (Acb-blocks C5A-0029; 406 mg; 3.53 mmol; 1.2 eq.) and DIEA (1.52 ml; 8.82 mmol; 3 eq.) were added to a solution of 5-cyano-2-fluoro-3-methylpyridine (400 mg; 2.94 mmol; 1 eq.) in 1-butanol (1 mL) and the reaction mixture was stirred at 90° C. for 16 hours. The reaction mixture was allowed to return to room temperature then diluted with ethyl acetate, washed with water, dried over magnesium sulphate and concentrated in vacuo to afford the title compound (0.59 g, 87%) as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08889668B2 |
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| Source dataset | uspto-grants-2014_11 |
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| ORD ID | ord-e86d9e4cc7d94d2387b0284e66532ff1 |
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| Source note | uspto-grants-2014_11 |
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