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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 712110Generated: October 29, 2026

p-Toluenesulfonic acid monohydrate → HCID 86717561, compound

https://huagongshe.com/reaction/712110

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
ReactantEthylorthoformateHCID 53630039—
ReactantHCID 86717562HCID 86717562—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductHCID 86717561HCID 8671756154%

Reaction Conditions

Temperature85 °C

Reaction Steps

A mixture of {8-[(6-aminothieno[3,2-b]pyridin-7-yl)amino]-1,4-dioxaspiro[4.5]dec-8-yl}methanol (90.0 mg, 0.268 mmol), ethyl orthoformate (112 μL, 0.671 mmol), and p-toluenesulfonic acid monohydrate (5.1 mg, 0.027 mmol) in toluene (3.0 mL) was stirred at 85° C. overnight. The mixture was diluted with EtOAc, then washed with sat. sodium bicarbonate and brine. The organic layer was dried (Na2SO4), filtered and concentrated to give 50 mg (50%) of the desired product. LCMS calculated for C17H20N3O3S (M+H)+: m/z=346.1. Found: 346.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181271B2
Source datasetuspto-grants-2015_11
ORD IDord-0f496cfe55874758b35f6a8713de763e
Source noteuspto-grants-2015_11