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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 41563Generated: October 28, 2026

tert-butyl 2-oxo-1-((1-tosyl-1H-indol-4-yl)methyl)-1,9-diazaspiro[5.5]undec-3-ene-9-carboxylate → tert-butyl 2-oxo-1-((1-tosyl-1H-indol-4-yl)methyl)-1,9-diazaspiro[5.5]undecane-9-carboxylate

https://huagongshe.com/reaction/41563

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-butyl 2-oxo-1-((1-tosyl-1H-indol-4-yl)methyl)-1,9-diazaspiro[5.5]undec-3-ene-9-carboxylateHCID 67251858—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Producttert-butyl 2-oxo-1-((1-tosyl-1H-indol-4-yl)methyl)-1,9-diazaspiro[5.5]undecane-9-carboxylateHCID 6725278499.8%

Reaction Steps

To a solution of tert-butyl 2-oxo-1-((1-tosyl-1H-indol-4-yl)methyl)-1,9-diazaspiro[5.5]undec-3-ene-9-carboxylate (0.12 g, 0.218 mmol) in methanol (6.0 mL) was added 10% Pd/C and the reaction mixture was stirred for 6 h under hydrogen (1 atm. pressure) at rt. The reaction mixture was filtered through a pad of celite and washed with methanol. The filtrate was concentrated and the product was isolated as a white solid (0.120 g, 99%). [LCMS RtE=0.511 min, [M+H]+=551.9]

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08530648B2
Source datasetuspto-grants-2013_09
ORD IDord-70da41858f8d44d4bb04760eef2873db
Source noteuspto-grants-2013_09