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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2092216Generated: October 31, 2026

(S)-1-Hydrazino-butan-2-ol → (S)-1-[5-(2-Chloro-6-methyl-pyridin-4-yl)-3-(3,4-difluoro-phenylamino)-[1,2,4]triazol-1-yl]-butan-2-ol

https://huagongshe.com/reaction/2092216

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(S)-1-Hydrazino-butan-2-olHCID 28082624—
Reactant1-(2-Chloro-6-methyl-pyridine-4-carbonyl)-3-(3,4-difluoro-phenyl)-2-methyl-isothioureaHCID 136116018—
Solventtert-ButanolHCID 6386—
Product(S)-1-[5-(2-Chloro-6-methyl-pyridin-4-yl)-3-(3,4-difluoro-phenylamino)-[1,2,4]triazol-1-yl]-butan-2-olHCID 86644737—

Reaction Steps

Intermediate D2 (1 g; 2.81 mmol) was dissolved in t-BuOH (40 ml) and, then intermediate D3 (0.44 g; 4.22 mmol) was added. The reaction mixture was stirred and refluxed for 4 hours and then the solvent was evaporated. The residue was purified by silica column chromatography (gradient: CH2Cl2/10% CH3OH in CH2Cl2 from 100/0 to 0/100). Yield: 1.1 g of intermediate D4 (S-enantiomer).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08440701B2
Source datasetuspto-grants-2013_05
ORD IDord-5cad52bd32f44315ac6e48f044a984ec
Source noteuspto-grants-2013_05