Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1486568Generated: October 29, 2026

Sodium borohydride → HCID 178478143, compound

https://huagongshe.com/reaction/1486568

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
Reactant5-Chloropyridine-2-carboxaldehydeHCID 10103267—
Reactant3-Amino-5-(3,5-dichloroanilino)-s-triazoleHCID 72714614—
SolventMethanolHCID 887—
ProductHCID 178478143HCID 17847814390%

Reaction Conditions

Temperature-20 °C

Reaction Steps

A solution of N3-(3,5-dichlorophenyl)-1H-1,2,4-triazole-3,5-diamine Intermediate 2 (70 mg, 287 μmol) and 5-chloro-2-formylpyridine (60 mg, 424 μmol) in MeOH (3 ml) was stirred at room temperature for one day and then at 45° C. for two days to give a suspension, cooled to −20° C. and was filtered to collect the solid. The solid was re-suspended in MeOH (5 ml), NaBH4 (163 mg, 4.3 mmol) was added in a few portions and the reaction was stirred for 1 hour. The solvent was removed, and the reaction mixture was redissolved in EtOAc (5 ml) and washed with water (2×4 ml), dried over MgSO4 and concentrated. Crystallization from DCM afforded a white solid as desired product (96.6 mg, 90% yield). MS +m/z: 369 (M+H)+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09428469B2
Source datasetuspto-grants-2016_08
ORD IDord-d2f3481082064c819b77f23375b73b89
Source noteuspto-grants-2016_08