Lawesson's reagent → HCID 59438526, compound

HRID 2177492Notes

Reaction equation

HRID 2177492 reaction equation
[CH3:1][N:2]1[C:7](=O)[CH2:6][CH2:5][C:4]([N+:15]([O-:17])=[O:16])([C:9]2[CH:14]=[CH:13][N:12]=[CH:11][CH:10]=2)[CH2:3]1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:27])=CC=1>C1(C)C=CC=CC=1>[CH3:1][N:2]1[C:7](=[S:27])[CH2:6][CH2:5][C:4]([N+:15]([O-:17])=[O:16])([C:9]2[CH:14]=[CH:13][N:12]=[CH:11][CH:10]=2)[CH2:3]1

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 59438517HCID 59438517, compound

Product 1

HCID 59438526HCID 59438526, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of 125 mg (0.531 mmol) rac-1-Methyl-3-nitro-2,3,4,5-tetrahydro-1H-[3,4]bipyridinyl-6-one in 2.5 ml toluene were added 240 mg (0.584 mmol) Lawesson reagent. The suspension was heated in a 80° C. oil bath for 30 minutes. The mixture was concentrated in vacuo. The crude oil was purified on silica gel (Eluent: Heptane/ethyl acetate 0 to 100%) to provide 105 mg (79%) of the title compound as a light yellow solid. MS (m/e): 252.1 (M+H).

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. customThe crude oil was purified on silica gel (Eluent: Heptane/ethyl acetate 0 to 100%)

Sources & evidence

ORD record
ord-cf1bb44f79e4408eb53cc064582633d6
Source dataset
uspto-grants-2015_06
Patent number
US09067911B2

Reaction notes

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