Lawesson's reagent → HCID 22462436, compound

HRID 1937014Notes

Reaction equation

HRID 1937014 reaction equation
[F:1][C:2]1[C:11]2[NH:10][C:9](=O)[CH:8]3[CH2:13][CH2:14][CH2:15][CH:7]3[C:6]=2[CH:5]=[CH:4][CH:3]=1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:25])=CC=1>C1COCC1>[F:1][C:2]1[C:11]2[NH:10][C:9](=[S:25])[CH:8]3[CH2:13][CH2:14][CH2:15][CH:7]3[C:6]=2[CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 18516404HCID 18516404, compound

Product 1

HCID 22462436HCID 22462436, compoundYield 94.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 6-fluoro-1,2,3,3a,5,9b-hexahydrocyclopenta[c]quinolin-4-one (100 mg, 0.48 mmol) and Lawesson's reagent (512 mg, 1.26 mmol) in THF (20 ml) is refluxed for 1.5 hours and concentrated by evaporation. Column chromatography of the residue with ethyl acetate-hexane yields 100 mg (93%) of product.

Workup

  1. concentrationconcentrated by evaporation

Sources & evidence

ORD record
ord-65c0063f96f242ca9e5f164488aa06b2
Source dataset
uspto-grants-2002_05
Patent number
US06391887B1

Reaction notes

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