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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1506177Generated: November 2, 2026

Water → HCID 178458781, compound

https://huagongshe.com/reaction/1506177

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2-Methyl-3-butyn-2-olHCID 8258—
ReactantSodium AscorbateHCID 23667548—
ReactantHCID 178514591HCID 178514591—
CatalystCopper SulfateHCID 24462—
SolventDichloromethaneHCID 6344—
ProductHCID 178458781HCID 17845878134.4%

Reaction Conditions

Temperature80 °C

Reaction Steps

1-[trans-4-(Azidomethyl)cyclohexyl]-7H-pyrrolo[3,2-e][1,2,3]triazolo[1,5-c]pyrimidine (30.0 mg, 0.101 mmol) and 2-methyl-3-butyn-2-ol (12.0 μL, 0.122 mmol) in dichloromethane (3 mL) were mixed with copper(II) sulfate (24.0 mg, 0.152 mmol) and sodium ascorbate (60.0 mg, 0.304 mmol) and then stirred at 80° C. for 2 hours. After addition of water, the reaction mixture was extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium hydrogen carbonate, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=4/1→0/1-ethyl acetate/methanol=20/1 (v/v)) to give the title compound as a colorless solid (13.2 mg, yield 34%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09216999B2
Source datasetuspto-grants-2015_12
ORD IDord-f92711c7c0fb48a99c378f58702f95d9
Source noteuspto-grants-2015_12