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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1099418Generated: October 26, 2026

2-Fluoropyridine-3-boronic acid → (2R)-N,N-dibenzyl-8-(2-fluoropyridin-3-yl)-1,2,3,4-tetrahydronaphthalen-2-amine

https://huagongshe.com/reaction/1099418

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Fluoropyridine-3-boronic acidHCID 2783270—
Reactant(2R)-N,N-dibenzyl-8-bromo-1,2,3,4-tetrahydronaphthalen-2-amineHCID 22082960—
Product(2R)-N,N-dibenzyl-8-(2-fluoropyridin-3-yl)-1,2,3,4-tetrahydronaphthalen-2-amineHCID 2511583375%

Reaction Steps

The title compound was synthesized as described for Intermediate example I-4 in 75% yield, starting from (2R)-N,N-dibenzyl-8-bromo-1,2,3,4-tetrahydronaphthalen-2-amine and 2-fluoropyridine-3-boronic acid; 1H NMR (400 MHz, DMSO-d6) δ ppm 8.29-8.34 (m, 1 H), 7.78-7.89 (m, 1 H), 7.41-7.52 (m, 1 H), 7.21-7.30 (m, 8 H), 7.11-7.21 (m, 4 H), 7.01 (dd, 1 H), 3.51-3.61 (m, 4 H), 2.89-3.00 (m, 1 H), 2.83 (br. s., 1 H), 2.59-2.78 (m, 2 H), 2.34-2.46 (m, 1 H), 2.00-2.12 (m, 1 H), 1.64-1.79 (m, 1 H); MS (ESI) m/z 424[M+H+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08143408B2
Source datasetuspto-grants-2012_03
ORD IDord-6555e7e209194615a926e28899468ce5
Source noteuspto-grants-2012_03