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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2183173Generated: October 29, 2026

Hydrochloric Acid → HCID 22479797, compound

https://huagongshe.com/reaction/2183173

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,4-DioxaneHCID 31275—
ReactantTributyltin azideHCID 4984872—
ReactantHCID 22480181HCID 22480181—
SolventTolueneHCID 1140—
SolventTetrahydrofuranHCID 8028—
ProductHCID 22479797HCID 22479797—

Reaction Steps

The title compound was prepared from 1-perhydro-2H-pyran-2-yl-3-(3-thienyl)-1H-indazole-5-carbonitrile (0.233 g, 0.75 mmol), azidotributyl tin (0.375 g, 0.310 mL, 1.13 mmol) in toluene (10 mL) as described for the preparation of Example 167. Deprotection was effected by treating a dioxane solution (5 mL) with 5 mL of 6.0N aqueous solution of hydrogen chloride. The solid obtained upon completion of the reaction was partially dissolved in 3 mL of tetrahydrofuran and was precipitated out by adding 20 mL of hexanes (0.108 g, 0.85 mmol, 79% yield over 2 steps): 1H NMR (DMSO-d6) δ 13.5 (br s, 1H), 8.8 (s, 1H), 8.2 (t, 1H), 8.1 (dd, 1H), 7.8-7.7 (m, 3H); ES-MS (m/z) 269 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06897231B2
Source datasetuspto-grants-2005_05
ORD IDord-f0b8b0227c6d49b08f9fd07aa12ad088
Source noteuspto-grants-2005_05