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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2409023Generated: November 1, 2026

Hydrochloric Acid → HCID 86689837, compound

https://huagongshe.com/reaction/2409023

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,4-DioxaneHCID 31275—
ReactantHCID 86689835HCID 86689835—
SolventMethanolHCID 887—
SolventDichloromethaneHCID 6344—
ProductHCID 86689837HCID 8668983796.1%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a stirred solution of tert-butyl 5-((tert-butoxycarbonyl(methyl)amino)-methyl)-1H-pyrrolo[3,2-b]pyridine-1-carboxylate (140.0 mg, 0.387 mmol) in MeOH (2 mL) and DCM (2 mL) was added HCl in dioxane (2.3 mL, 9.05 mmol, 4M) and the reaction mixture was stirred at 50° C. under N2 for 7 h. The solvent was removed in vacuo and the crude product was pumped dry on high-vacuum line to afford 87.1 mg (96.1%) of the desired product as HCl salt: 1H NMR (400 MHz, DMSO-d6) δ 12.51 (br s, 1H), 9.74 (br s, 2H), 8.38 (d, J=7.9 Hz, 1H), 8.10 (s, 1H), 7.68 (d, J=8.0 Hz, 1H), 6.78 (s, 1H), 4.52 (s, 2H), 2.63 (s, 3H); MS (ESI) m/z: 162.3 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08815877B2
Source datasetuspto-grants-2014_08
ORD IDord-122e292470c94e41bfe9c191a7f98d95
Source noteuspto-grants-2014_08