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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1523924Generated: November 1, 2026

2-(Cyclopentyloxy)pyridine-3-boronic acid → 5-{4-[2-(Cyclopentyloxy)pyridin-3-yl]-2-fluorophenyl}pyrazin-2-amine

https://huagongshe.com/reaction/1523924

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(Cyclopentyloxy)pyridine-3-boronic acidHCID 56776685—
Reactant5-(4-Bromo-2-fluorophenyl)pyrazin-2-amineHCID 90312888—
Product5-{4-[2-(Cyclopentyloxy)pyridin-3-yl]-2-fluorophenyl}pyrazin-2-amineHCID 90313174—

Reaction Steps

The title compound was prepared using methods analogous to those described in Example 369 using (2-(cyclopentyloxy)pyridin-3-yl)boronic acid and 5-(4-bromo-2-fluorophenyl)pyrazin-2-amine in Step B. MS (ESI): mass calcd. for C20H19FN4O, 350.15; m/z found, 351.1 [M+H]+. 1H NMR (400 MHz, CDCl3) δ 8.62-8.58 (m, 1H), 8.19-8.15 (m, 1H), 8.12 (d, J=1.5, 1H), 8.00-7.90 (m, 1H), 7.69-7.63 (m, 1H), 7.48-7.40 (m, 2H), 6.98-6.92 (m, 1H), 5.59-5.50 (m, 1H), 4.68 (s, 2H), 2.03-1.89 (m, 2H), 1.89-1.70 (m, 4H), 1.71-1.55 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09079866B2
Source datasetuspto-grants-2015_07
ORD IDord-ee5540e43ac44b10b1ccb70c2ed24edb
Source noteuspto-grants-2015_07