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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2390418Generated: October 30, 2026

(2,4-Dimethoxypyrimidin-5-yl)boronic acid → 3-(2,4-Dimethoxy-pyrimidin-5-yl)-7-(2-pyrrolidin-1-yl-ethyl)-[1,5]naphthyridine

https://huagongshe.com/reaction/2390418

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2,4-Dimethoxypyrimidin-5-yl)boronic acidHCID 2736209—
Reactant3-Bromo-7-(2-pyrrolidin-1-yl-ethyl)[1,5]naphthyridineHCID 10402869—
Product3-(2,4-Dimethoxy-pyrimidin-5-yl)-7-(2-pyrrolidin-1-yl-ethyl)-[1,5]naphthyridineHCID 10474022—

Reaction Steps

The title compound was prepared by the method described in Example 156, using 2,4-dimethoxypyrimidin-5-ylboronic acid and the product from Example 153E in place of 2,6-dimethyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridine and the product from Example 154. 1H NMR (CDCl3, 300 MHz) δ 1.55 (m, 2H), 1.65 (m, 2H), 2.50 (m, 4H), 2.60-2.65 (m, 4H), 3.80 (s, 3H), 3.85 (s, 3H), 8.35 (m, 1H), 8.70 (m, 1H), 8.85 (s, 1H), 8.90 (m, 1H), 9.20 (m, 1H). MS (ESI) [M+H]+ at 366.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08273767B2
Source datasetuspto-grants-2012_09
ORD IDord-7c6dd4f7c6d841398efc14bfea2217b6
Source noteuspto-grants-2012_09