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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2406587Generated: October 30, 2026

6-Fluoropyridine-2-carboxaldehyde → (E)-2-Cyano-3-(6-fluoropyridin-2-yl)-N-(1-(4-(2-morpholinoethoxy)phenyl)butyl)acrylamide

https://huagongshe.com/reaction/2406587

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-Fluoropyridine-2-carboxaldehydeHCID 10606741—
Reactant(E)-3-(6-Bromopyridin-2-yl)-2-cyano-N-(1-(4-(2-(diethylamino)ethoxy)phenyl)butyl)acrylamideHCID 56947930—
Reactant2-Cyano-N-(1-(4-(2-morpholinoethoxy)phenyl)butyl)acetamideHCID 66822283—
Product(E)-2-Cyano-3-(6-fluoropyridin-2-yl)-N-(1-(4-(2-morpholinoethoxy)phenyl)butyl)acrylamideHCID 56947933—

Reaction Steps

The title compound was prepared by using a similar procedure as described for the preparation of 33 except that 6-fluoropicolinaldehyde was used instead of 6-bromopicolinaldehyde, and 2-cyano-N-(1-(4-(2-morpholinoethoxy)phenyl)butyl)acetamide (32) was used instead of 2-cyano-N-(1-(4-(2-(diethylamino)ethoxy)phenyl)butyl)acetamide (29). This produced the crude product which was purified by flash silica gel column chromatography, eluting with 4:96 methanol/dichloromethane, to give 37 (130 mg, 77%) as a light yellow oil: MS (ES+) m/z 453.2 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08809377B2
Source datasetuspto-grants-2014_08
ORD IDord-9d9bf9b7cb65450aa2e4c1e6d8f3d119
Source noteuspto-grants-2014_08