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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 22291Generated: October 29, 2026

Lawesson's reagent → 1,2,3,4-Tetrahydro-6-methoxy-2-[[1-(t-butoxycarbonyl)-4-piperidinyl]methyl]cyclopent[b]indol-3-thione

https://huagongshe.com/reaction/22291

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLawesson's reagentHCID 87949—
Reactant1,2,3,4-Tetrahydro-6-methoxy-2-[[1-(t-butoxycarbonyl)-4-piperidinyl]methyl]cyclopent[b]indol-3-oneHCID 19927849—
SolventTolueneHCID 1140—
Product1,2,3,4-Tetrahydro-6-methoxy-2-[[1-(t-butoxycarbonyl)-4-piperidinyl]methyl]cyclopent[b]indol-3-thioneHCID 54470702112.6%

Reaction Conditions

Temperature80 °C

Reaction Steps

Lawesson's reagent (244 mg, 0.60 mmol) was added to a mixture of the title compound of Example 60 (400 mg, 1.01 mmol) in toluene and the resulting mixture was heated to 80° C. for 15 minutes. The reaction mixture was concentrated and the residue was purified by chromatography to give the title compound (280 mg, 67%) as an orange solid. Recrystallization from ethyl acetate gave orange crystals, mp. 188°-189° C.; Anal. Calc. for C23H30N2O3S: C, 66.64; H, 7.29; N, 6.76; Found: C, 66.42; H, 7.17; N, 6.59.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05428043
Source datasetuspto-grants-1995_06
ORD IDord-ef4ef30be6ac4b8f8511b1e9e70483d5
Source noteuspto-grants-1995_06