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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1465695Generated: November 3, 2026

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

https://huagongshe.com/reaction/1465695

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,6-DifluorobenzaldehydeHCID 136284—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant(R)-5-(1-(piperidin-3-yl)-1H-1,2,3-triazol-4-yl)-3-(pyridin-4-yl)-1H-indazoleHCID 86695576—
SolventMethanolHCID 887—
Product(R)-5-(1-(1-(2-fluoro-6-methylbenzyl)piperidin-3-yl)-1H-1,2,3-triazol-4-yl)-3-(pyridin-4-yl)-1H-indazoleHCID 8669557751.9%

Reaction Steps

(R)-5-(1-(piperidin-3-yl)-1H-1,2,3-triazol-4-yl)-3-(pyridin-4-yl)-1H-indazole (0.05 g, 0.14 mmol) was dissolved in MeOH (3 mL) at 0° C., added 2,6-difluorobenzaldehyde (0.2 g, 1.4 mmol) and then sodium triacetoxyborohydride (0.0761 g, 0.37 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-(1-(1-(2-fluoro-6-methylbenzyl)piperidin-3-yl)-1H-1,2,3-triazol-4-yl)-3-(pyridin-4-yl)-1H-indazole (0.034 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08999966B2
Source datasetuspto-grants-2015_04
ORD IDord-4b543b40a5b24d5cb41654ab20aa1ea4
Source noteuspto-grants-2015_04