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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1465688Generated: November 1, 2026

2,6-Difluorobenzaldehyde → (R)-5-(4-(1-(2,6-difluorobenzyl)piperidin-3-yl)-1H-1,2,3-triazol-1-yl)-3-(pyridin-4-yl)-1H-indazole

https://huagongshe.com/reaction/1465688

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,6-DifluorobenzaldehydeHCID 136284—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant(R)-5-(4-(piperidin-3-yl)-1H-1,2,3-triazol-1-yl)-3-(pyridin-4-yl)-1H-indazoleHCID 86695572—
SolventMethanolHCID 887—
Product(R)-5-(4-(1-(2,6-difluorobenzyl)piperidin-3-yl)-1H-1,2,3-triazol-1-yl)-3-(pyridin-4-yl)-1H-indazoleHCID 5696876726.5%

Reaction Steps

To (R)-5-(4-(piperidin-3-yl)-1H-1,2,3-triazol-1-yl)-3-(pyridin-4-yl)-1H-indazole (0.075 g, 0.2 mmol) dissolved in MeOH (3 mL) at 0° C. was added 2,6-difluorobenzaldehyde (0.29 g, 2.1 mmol) and then sodium triacetoxyborohydride (0.11 g, 0.5 mmol). The reaction mixture was allowed to warm to room temperature and stirred for 3 h. Evaporated the solvent, subjected to Preparative Thin Layer chromatography to give (R)-5-(4-(1-(2,6-difluorobenzyl)piperidin-3-yl)-1H-1,2,3-triazol-1-yl)-3-(pyridin-4-yl)-1H-indazole (0.025 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08999966B2
Source datasetuspto-grants-2015_04
ORD IDord-c778a6e8b83c4589ae482988e2421662
Source noteuspto-grants-2015_04