Lawesson's reagent → HCID 18516369, compound

HRID 1369930Notes

Reaction equation

HRID 1369930 reaction equation
[C:1]([O:5][C:6]([N:8]([CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[C:30]([Cl:34])[CH:29]=1)[CH2:9][CH2:10][CH2:11][C:12]1[CH:13]=[CH:14][C:15]2[CH:16]3[CH2:25][CH2:24][CH2:23][C:17]3([F:26])[C:18](=O)[NH:19][C:20]=2[CH:21]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:44])=CC=1>C1COCC1>[C:1]([O:5][C:6]([N:8]([CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[C:30]([Cl:34])[CH:29]=1)[CH2:9][CH2:10][CH2:11][C:12]1[CH:13]=[CH:14][C:15]2[CH:16]3[CH2:25][CH2:24][CH2:23][C:17]3([F:26])[C:18](=[S:44])[NH:19][C:20]=2[CH:21]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 18516359HCID 18516359, compound

Product 1

HCID 18516369HCID 18516369, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 100 mg (0.21 mmol) of 7-[3-(N-tert-butoxycarbonyl-3-chlorobenzylamino)propyl]-3a-fluoro-1,2,3,3a,5,9b-hexahydrocyclopenta[c]quinolin-4-one and 223 mg (0.55 mmol) of Lawesson's reagent in 15 ml of THF is refluxed for 1.5 hours. After concentration by evaporation in a vacuum, the residue is purified by column chromatography with hexane-ethyl acetate: 80 mg of product.

Workup

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

Sources & evidence

ORD record
ord-aeaaa205d78d4b9f9d83e53d5116565d
Source dataset
uspto-grants-2003_06
Patent number
US06579883B1

Reaction notes

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