Lawesson's reagent → HCID 90421932, compound

HRID 1752614Notes

Reaction equation

HRID 1752614 reaction equation
[CH3:1][N:2]1[C:7](=[O:8])[C:6]([C:9]2[CH:14]=[CH:13][N:12]=[CH:11][CH:10]=2)=[C:5]2[C:15](=[O:31])[N:16]([CH2:19][CH2:20][C:21]3[CH:30]=[CH:29][C:28]4[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=4)[N:22]=3)[C:17](=O)[C:4]2=[CH:3]1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:41])=CC=1>C1(C)C=CC=CC=1>[CH3:1][N:2]1[C:7](=[O:8])[C:6]([C:9]2[CH:14]=[CH:13][N:12]=[CH:11][CH:10]=2)=[C:5]2[C:15](=[O:31])[N:16]([CH2:19][CH2:20][C:21]3[CH:30]=[CH:29][C:28]4[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=4)[N:22]=3)[C:17](=[S:41])[C:4]2=[CH:3]1

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 862956345-Methyl-7-(4-pyridyl)-2-(2-quinolin-2-yl-ethyl)-5H-pyrrolo[3,4-c]pyridine-1,3,6-trione

Product 1

HCID 90421932HCID 90421932, compoundYield 39.1%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
110 °C

Procedure

To a mixture of 5-methyl-7-(4-pyridyl)-2-(2-quinolin-2-yl-ethyl)-5H-pyrrolo[3,4-c]pyridine-1,3,6-trione (50 mg, 0.12 mmol) and Lawesson's reagent (25 mg, 0.06 mmol) in toluene (5 ml) was stirred at 110° C. for 12 hours. The solution was concentrated and the residue was purified by preparative thin-layer chromatography (EA:MeOH=5:1) to give the title compound as a yellow solid (10 mg, 19%).

Workup

  1. concentrationThe solution was concentrated
  2. customthe residue was purified by preparative thin-layer chromatography (EA:MeOH=5:1)

Sources & evidence

ORD record
ord-54ed9ee740cd4f0fabcb463a1dd1c148
Source dataset
uspto-grants-2015_10
Patent number
US09163019B2

Reaction notes

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