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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 63074Generated: October 30, 2026

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

https://huagongshe.com/reaction/63074

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Fluoropyridine-4-carboxylic acidHCID 345361—
Reactant(4,4-Dimethyl-1,2,3,4-tetrahydronaphthalen-1-yl)methanamineHCID 43316841—
Product3-{[(4,4-Dimethyl-1,2,3,4-tetrahydronaphthalen-1-yl)methyl]amino}pyridine-4-carboxylic acidHCID 7710732317%

Reaction Steps

The title compound was prepared in 17% yield from 1-(4,4-dimethyl-1,2,3,4-tetrahydronaphthalen-1-yl)methanamine and 3-fluoroisonicotinic acid according to the procedure for the preparation of Example 5. 1H NMR (400 MHz, DMSO-d6): δ 13.36 (br s, 1H), 8.37 (s, 1H), 7.83 (d, 1H, J=5.0 Hz), 7.59 (br s, 1H), 7.55 (d, 1H, J=5.0 Hz), 7.38 (d, 1H, J=7.8 Hz), 7.26 (d, 1H, J=6.8 Hz), 7.07-7.19 (m, 2H), 3.47-3.58 (m, 2H), 3.07-3.11 (m, 1H), 1.77-1.90 (m, 3H), 1.51-1.57 (m, 1H), 1.31 (s, 3H), 1.21 (s, 3H). [M+H] calc'd for C19H22N2O2, 311. found 311.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09447045B2
Source datasetuspto-grants-2016_09
ORD IDord-6b8f8ac87347470cab5a4efd93faa2e1
Source noteuspto-grants-2016_09