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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1936974Generated: November 1, 2026

HCID 70131012, compound → HCID 70130482, compound

https://huagongshe.com/reaction/1936974

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 70131012HCID 70131012—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
SolventTetrahydrofuranHCID 8028—
ProductHCID 70130482HCID 7013048282.8%

Reaction Steps

A mixture of (2S)-1-[N-((S)-1-phenylethyl)-((6S)-3-ethoxycarbonylmethoxy-6,7,8,9-tetrahydro-5H-benzocyclohepten-6-yl)amino]-3-phenoxy-2-propanol (0.65 g) and 10% palladium on activated carbon (50% wet, 0.20 g) in ethanol (6 ml) and tetrahydrofuran (3 ml) was stirred at room temperature in the presence of hydrogen at an atmospheric pressure for 1 hour, and filtered. The filtrate was evaporated in vacuo. The residue was chromatographed (chloroform-methanol) over silica gel to afford (2S)-1-[((6S)-3-ethoxycarbonylmethoxy-6,7,8,9-tetrahydro-5H-benzocyclohepten-6-yl)amino]-3-phenoxy-2-propanol (430 mg). (2S)-1-[((6S)-3-Ethoxycarbonylmethoxy-6,7,8,9-tetrahydro-5H-benzocyclohepten-6-yl)amino]-3-phenoxy-2-propanol (190 mg) was treated with 4N hydrogen chloride in ethyl acetate to afford (2S)-1-[((6S)-3-ethoxycarbonyl-methoxy-6,7,8,9-tetrahydro-5H-benzocyclohepten-6-yl)amino]-3-phenoxy-2-propanol hydrochloride (103 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06391915B2
Source datasetuspto-grants-2002_05
ORD IDord-dd6998c84faa4c19a12b957cb54abbc4
Source noteuspto-grants-2002_05