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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1099423Generated: October 25, 2026

(2R)-N,N-dibenzyl-8-bromo-1,2,3,4-tetrahydronaphthalen-2-amine → (2R)-N,N-dibenzyl-8-(2-methylpyrimidin-5-yl)-1,2,3,4-tetrahydronaphthalen-2-amine

https://huagongshe.com/reaction/1099423

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2R)-N,N-dibenzyl-8-bromo-1,2,3,4-tetrahydronaphthalen-2-amineHCID 22082960—
Reactant2-Methylpyrimidine-5-boronic acidHCID 45787274—
Product(2R)-N,N-dibenzyl-8-(2-methylpyrimidin-5-yl)-1,2,3,4-tetrahydronaphthalen-2-amineHCID 2511628658%

Reaction Steps

The title compound was synthesized as described for Intermediate example I-2 in 58% yield, starting from (2-methylpyrimidin-5-yl)boronic acid and (2R)-N,N-dibenzyl-8-bromo -1,2,3,4-tetrahydronaphthalen-2-amine; 1H NMR (400 MHz, DMSO-d6) δ ppm 8.68 (s, 2 H), 7.22-7.32 (m, 8 H), 7.11-7.21 (m, 4 H), 7.03 (dd, 1 H), 3.50-3.70 (m, 4 H), 2.88-3.02 (m, 2 H), 2.71 (s, 3 H), 2.66-2.83 (m, 2 H), 2.42-2.53 (m, 1 H, obscured by DMSO), 2.05-2.14 (m, 1 H), 1.64-1.79 (m, 1 H); MS (ESI) m/z 420[M+H+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08143408B2
Source datasetuspto-grants-2012_03
ORD IDord-3938bab92892452ebb7eab8f15d8375a
Source noteuspto-grants-2012_03