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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant2-(Methoxymethyl)pyrrolidineHCID 143953—
Reactant5-Cyano-2-fluoro-3-picolineHCID 23288269—
Solvent1-ButanolHCID 263—
SolventEthyl AcetateHCID 8857—
Product6-[2-(Methoxymethyl)pyrrolidin-1-yl]-5-methylnicotinonitrileHCID 6753022787%

Reaction Conditions

Temperature90 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08889668B2
Source datasetuspto-grants-2014_11
ORD IDord-e86d9e4cc7d94d2387b0284e66532ff1
Source noteuspto-grants-2014_11