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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1272814Generated: November 4, 2026

Hydrochloric Acid → HCID 22479797, compound

https://huagongshe.com/reaction/1272814

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, 0.3 10 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 numberUS07208513B2
Source datasetuspto-grants-2007_04
ORD IDord-995c07869fba4576bfc82e73785801d5
Source noteuspto-grants-2007_04