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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 63083Generated: October 29, 2026

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

https://huagongshe.com/reaction/63083

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Fluoropyridine-4-carboxylic acidHCID 345361—
Reactant(1-Methyl-1,2,3,4-tetrahydroquinolin-4-yl)methanamineHCID 45791428—
Product{[(1-Methyl-1,2,3,4-tetrahydroquinolin-4-yl)methyl]amino}pyridine-4-carboxylic acidHCID 11843354618%

Reaction Steps

The title compound was prepared in 18% yield from 1-(1-methyl-1,2,3,4-tetrahydroquinolin-4-yl)methanamine and 3-fluoroisonicotinic acid according to the procedure for the preparation of Example 53. 1H NMR (400 MHz, DMSO-d6): δ 13.36 (br s, 1H), 8.35 (s, 1H), 7.83 (d, 1H, J=5.0 Hz), 7.72 (br s, 1H), 7.56 (d, 1H, J=5.0 Hz), 7.01-7.08 (m, 2H), 6.52-6.62 (m, 2H), 3.45-3.51 (m, 2H), 3.04-3.32 (m, 3H), 2.85 (s, 3H), 1.89-1.95 (m, 2H). [M+H] calc'd for C17H19N3O2, 298; found 298.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09447045B2
Source datasetuspto-grants-2016_09
ORD IDord-708023161b6644e38454ede58cadecff
Source noteuspto-grants-2016_09