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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1368109Generated: November 3, 2026

Hydrochloric Acid → 9-{[4-(fluoro)phenyl]methyl}-1,3,4,9-tetrahydro-2H-pyrido[3,4-b]-indole mono hydrochloride

https://huagongshe.com/reaction/1368109

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant2-benzyloxycarbonyl-9-{[4-(fluoro)phenyl]methyl}-1,3,4,9-tetrahydro-2H-pyrido[3,4-b]indoleHCID 12069296—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Solvent1,4-DioxaneHCID 31275—
Product9-{[4-(fluoro)phenyl]methyl}-1,3,4,9-tetrahydro-2H-pyrido[3,4-b]-indole mono hydrochlorideHCID 8659051390%

Reaction Steps

To a solution of 2-benzyloxycarbonyl-9-{[4-(fluoro)phenyl]methyl}-1,3,4,9-tetrahydro-2H-pyrido[3,4-b]indole (5.28 g, 12.7 mmole) in methanol (50 mL), dioxane (50 mL) and HCl (19 mL, 1M in dioxane) at RT in a Parr hydrogenation flask was added 10% Pd/C (0.5 g). The reaction mixture was shaken under 45 psi of H2 for 6 hr. The suspension was filtered through celite®, and the filter pad was washed with methanol. The filtrate was concentrated on the rotavap, and the residue was dried under high vacuum to afford the titled compound (3.61 g, 90%) as a white solid: MS (ES) m/e 281 (M+H−HCl)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06573272B1
Source datasetuspto-grants-2003_06
ORD IDord-4050c21630f840abb48765d1ddc6aa11
Source noteuspto-grants-2003_06