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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1478998Generated: November 3, 2026

Hydrochloric Acid → 6-bromo-2,3-dihydro-1H-2,4,7a,8-tetraaza-cyclopenta[a]indene hydrochloride

https://huagongshe.com/reaction/1478998

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,4-DioxaneHCID 31275—
Reactant6-bromo-1H,3H-2,4,7a,8-tetraaza-cyclopenta[a]indene-2-carboxylic acid tert-butyl esterHCID 89643927—
Product6-bromo-2,3-dihydro-1H-2,4,7a,8-tetraaza-cyclopenta[a]indene hydrochlorideHCID 8964397596%

Reaction Steps

A 4M solution of HCl in 1,4-dioxane (35 mL; 140 mmol; 23.7 eq.) was added to 6-bromo-1H,3H-2,4,7a,8-tetraaza-cyclopenta[a]indene-2-carboxylic acid tert-butyl ester (2 g; 5.9 mmol; 1 eq.) and the resulting mixture was stirred at room temperature for 18 hours. The precipitate was filtered off, washed with Et2O and dried to afford the title compound (1.56 g, 96%) as beige solid. 1H NMR (DMSO-d6) δ 10.61 (br s, 2H), 9.68 (d, J=2.2 Hz, 1H), 8.69 (d, J=2.2 Hz, 1H), 4.56 (s, 4H). UPLC/MS: (MS+) 239.1 and 241.1 ([M+H]+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09403835B2
Source datasetuspto-grants-2016_08
ORD IDord-8f3e4a9ab1eb4329ac41be83f90b1939
Source noteuspto-grants-2016_08