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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1909942Generated: October 25, 2026

1,4-Dioxane → 3-(2,3-dihydro-1H-indol-5-yl)thieno[3,2-c]pyridin-4-amine

https://huagongshe.com/reaction/1909942

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-DioxaneHCID 31275—
Reactant1,1-dimethylethyl 5-(4-aminothieno[3,2-c]pyridin-3-yl)-2,3-dihydro-1H-indole-1-carboxylateHCID 66823813—
SolventHydrochloric AcidHCID 313—
Product3-(2,3-dihydro-1H-indol-5-yl)thieno[3,2-c]pyridin-4-amineHCID 6682356991.1%

Reaction Steps

1,1-dimethylethyl 5-(4-aminothieno[3,2-c]pyridin-3-yl)-2,3-dihydro-1H-indole-1-carboxylate (5.19 g, 14.12 mmol) was taken up in 4 M HCl in dioxane (100 ml, 400 mmol) as a slurry and left to stir at room temperature overnight. The reaction was then filtered and washed with dioxane to afford 3-(2,3-dihydro-1H-indol-5-yl)thieno[3,2-c]pyridin-4-amine (3.44 g) as an off white solid. LC/MS (ES) m/z=268.1 [M+H]+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08598156B2
Source datasetuspto-grants-2013_12
ORD IDord-df0dd934e0a34d75a2758c85878ab0d7
Source noteuspto-grants-2013_12