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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1479115Generated: October 31, 2026

Hydrochloric Acid → HCID 131736570, compound

https://huagongshe.com/reaction/1479115

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,4-DioxaneHCID 31275—
ReactantHCID 89662811HCID 89662811—
SolventDichloromethaneHCID 6344—
ProductHCID 131736570HCID 131736570181.7%

Reaction Steps

A 4M solution of HCl in 1,4-dioxane (1.67 mL; 6.7 mmol; 15 eq.) was added to a solution of Example 174 (225 mg; 0.45 mmol; 1 eq.) in DCM (10 mL) and the reaction mixture was stirred at room temperature for 15 minutes then concentrated in vacuo to afford the title compound (180 mg, 92%) as a yellow solid. 1H NMR (DMSO-d6) δ 7.92 (br s, 3H), 7.44 (ddd, J=8.4, 6.8, 4.3 Hz, 1H), 7.18 (dd, J=11.3, 2.4 Hz, 1H), 6.95 (td, J=8.4, 2.3 Hz, 1H), 4.85 (d, J=8.6 Hz, 2H), 4.59 (d, J=14.9 Hz, 2H), 4.32-4.26 (m, 2H), 3.15 (t, J=5.0 Hz, 2H), 2.86 (s, 1.6H), 2.82 (s, 1.4H), 2.62 (s, 1.4H), 2.56 (s, 1.6H). HPLC (max plot) 99.4%, Rt 2.69 min. UPLC/MS: (MS+) 404.3 ([M+H]+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09403835B2
Source datasetuspto-grants-2016_08
ORD IDord-2c2d0bb4bbaf423f9468b77526b8efc9
Source noteuspto-grants-2016_08