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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1615333Generated: November 2, 2026

2-(Dimethylamino)pyridine-5-boronic acid hydrate → 3-(6-(dimethylamino)pyridin-3-yl)-1H-indazole-6-carbaldehyde

https://huagongshe.com/reaction/1615333

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(Dimethylamino)pyridine-5-boronic acid hydrateHCID 44119093—
Reactant3-(pyridin-3-yl)-1H-indazole-6-carbaldehydeHCID 86651966—
Product3-(6-(dimethylamino)pyridin-3-yl)-1H-indazole-6-carbaldehydeHCID 86651982—

Reaction Steps

According to the procedure for the synthesis of 3-(pyridin-3-yl)-1H-indazole-6-carbaldehyde, except substituting 2-(dimethylamino)pyridine-5-boronic acid hydrate (41 mg, 0.22 mmol), the title compound was prepared as a yellow powder (14 mg, 29%). 1H NMR (400 MHz, d6-DMSO) δ ppm 10.13 (s, 1H), 8.72 (d, J=2.4 Hz, 1H), 8.17-8.16 (m, 2H), 8.09 (dd, J=8.4, 2.1 Hz, 1H), 7.62 (d, J=8.9 Hz, 1H), 6.79 (d, J=8.8 Hz, 1H), 3.09 (s, 6H); MS ESI 267.0 (100) [M+H]+, calcd for [C15H14N4O+H]+ 267.12.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765748B2
Source datasetuspto-grants-2014_07
ORD IDord-3fc70031319a42cfae4948bf1677c38b
Source noteuspto-grants-2014_07