Lawesson's reagent → HCID 86593212, compound

HRID 1831749Notes

Reaction equation

HRID 1831749 reaction equation
[C:1]([O:5][C:6]([N:8]([CH2:17][CH2:18][C:19]1[C:20]([Cl:33])=[CH:21][C:22]2[CH:23]3[CH2:32][CH2:31][CH2:30][CH:24]3[C:25](=O)[NH:26][C:27]=2[CH:28]=1)[CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([Cl:16])[CH:11]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:43])=CC=1>>[C:1]([O:5][C:6]([N:8]([CH2:17][CH2:18][C:19]1[C:20]([Cl:33])=[CH:21][C:22]2[CH:23]3[CH2:32][CH2:31][CH2:30][CH:24]3[C:25](=[S:43])[NH:26][C:27]=2[CH:28]=1)[CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([Cl:16])[CH:11]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 87949Lawesson's reagentHCID 22052521HCID 22052521, compound

Product 1

HCID 86593212HCID 86593212, compound

Procedure

A solution of 90 mg (0.18 mmol) of 7-(N-tert-butoxycarbonyl-3-chlorobenzyl-amino)ethyl-8-chloro-1,2,3,3a,5,9b-hexahydrocyclopenta[c]quinolin-4-one and 194 mg (0.48 mmol) of Lawesson's reagent are stirred for 1 hour at room temperature and refluxed for 1 hour. After concentration by evaporation in a vacuum, the residue is purified by column chromatography with hexane-ethyl acetate: 80 mg of product.

Workup

  1. temperaturerefluxed for 1 hour
  2. concentrationAfter concentration
  3. customby evaporation in a vacuum
  4. customthe residue is purified by column chromatography with hexane-ethyl acetate

Sources & evidence

ORD record
ord-4e325c7ba7e0422eb055f3edfcd2917f
Source dataset
uspto-grants-2006_06
Patent number
US07067667B2

Reaction notes

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