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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 63072Generated: October 30, 2026

3-Fluoropyridine-4-carboxylic acid → 3-{[(1-Methyl-1,2,3,4-tetrahydronaphthalen-1-yl)methyl]amino}pyridine-4-carboxylic acid

https://huagongshe.com/reaction/63072

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Fluoropyridine-4-carboxylic acidHCID 345361—
Reactant(1-Methyl-1,2,3,4-tetrahydronaphthalen-1-yl)methanamine hydrochlorideHCID 71758038—
Product3-{[(1-Methyl-1,2,3,4-tetrahydronaphthalen-1-yl)methyl]amino}pyridine-4-carboxylic acidHCID 867282118%

Reaction Steps

The title compound was prepared in 8% yield from 1-(1-methyl-1,2,3,4-tetrahydronaphthalen-1-yl)methanamine hydrochloride and 3-fluoroisonicotinic acid according to the procedure for the preparation of Example 5. 1H NMR (400 MHz, DMSO-d6): δ 13.24 (br s, 1H), 8.31 (s, 1H), 7.78 (d, 1H, J=5.0 Hz), 7.48 (d, 1H, J=5.0 Hz), 7.45 (br s, 1H), 7.42 (d, 1H, J=7.3 Hz), 7.05-7.15 (m, 3H), 3.44-3.57 (m, 2H), 2.72 (t, 2H, J=6.4 Hz), 1.59-1.92 (m, 4H), 1.32 (s, 3H). [M+H] calc'd for C18H20N2O2, 297. found 297.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09447045B2
Source datasetuspto-grants-2016_09
ORD IDord-5c975d8f08d14938831702685b8fad05
Source noteuspto-grants-2016_09