Lawesson's reagent → HCID 86729579, compound

HRID 2175427Notes

Reaction equation

HRID 2175427 reaction equation
O=[C:2]([NH:12][NH:13][C:14](=O)[C:15]([CH3:18])([CH3:17])[CH3:16])[CH2:3][NH:4][C:5](=[O:11])[O:6][C:7]([CH3:10])([CH3:9])[CH3:8].COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:29])=CC=1>C1COCC1>[C:15]([C:14]1[S:29][C:2]([CH2:3][NH:4][C:5](=[O:11])[O:6][C:7]([CH3:10])([CH3:9])[CH3:8])=[N:12][N:13]=1)([CH3:18])([CH3:17])[CH3:16]

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 86729578HCID 86729578, compound

Product 1

HCID 86729579HCID 86729579, compoundYield 92.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 15-1 (100 mg, 0.37 mmol) in THF (10 mL) was added lawesson's reagent (153 mg, 0.38 mmol) and it was refluxed for 3 h. The reaction mixture was concentrated and purified by gradient elution on silica gel (0 to 50% EtOAc in petroleum) to afford the title compound (93 mg, 92%). LRMS (ES) calculated M+H for C12H21N3O2S:272.4. Found: 272.2.

Workup

  1. temperaturewas refluxed for 3 h
  2. concentrationThe reaction mixture was concentrated
  3. custompurified by gradient elution on silica gel (0 to 50% EtOAc in petroleum)

Sources & evidence

ORD record
ord-0172f4650cf94979828fe8c569da047a
Source dataset
uspto-grants-2015_06
Patent number
US09062059B2

Reaction notes

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