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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1774983Generated: November 1, 2026

(Pyrimidin-5-yl)boronic acid → 3-phenyl-5-(pyrimidin-5-yl)-1H-pyrazolo[3,4-c]pyridine

https://huagongshe.com/reaction/1774983

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(Pyrimidin-5-yl)boronic acidHCID 2795193—
Reactant5-bromo-3-phenyl-1-(tetrahydro-pyran-2-yl)-1H-pyrazolo[3,4-c]pyridineHCID 86676684—
Product3-phenyl-5-(pyrimidin-5-yl)-1H-pyrazolo[3,4-c]pyridineHCID 7125390825%

Reaction Steps

Following the procedures in Example 136, pyrimidin-5-ylboronic acid and 5-bromo-3-phenyl-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[3,4-c]pyridine were reacted and the product was deprotected to give 150 as a yellow solid (25 mg, 25%) over two steps. 1H NMR (400 MHz, DMSO) δ 9.59 (s, 1H), 9.26 (s, 1H), 9.21 (s, 1H), 8.79 (s, 1H), 8.40 (s, 1H), 8.18 (d, 2H), 7.57 (t, 2H), 7.47 (t, 1H). ESI MS m/z=274 (M+1)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09260425B2
Source datasetuspto-grants-2016_02
ORD IDord-977c97870662492d985d534c597dffce
Source noteuspto-grants-2016_02