Lawesson's reagent → HCID 25192257, compound

HRID 473601Notes

Reaction equation

HRID 473601 reaction equation
O=[C:2]1[NH:6][C:5]2[CH:7]=[CH:8][CH:9]=[CH:10][C:4]=2[N:3]1[CH:11]1[CH2:16][CH2:15][N:14]([C:17]([O:19][CH2:20][C@@H:21]([N:23]([CH2:31][C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH3:22])=[O:18])[CH2:13][CH2:12]1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:47])=CC=1>C1(C)C=CC=CC=1>[S:47]=[C:2]1[NH:6][C:5]2[CH:7]=[CH:8][CH:9]=[CH:10][C:4]=2[N:3]1[CH:11]1[CH2:16][CH2:15][N:14]([C:17]([O:19][CH2:20][C@@H:21]([N:23]([CH2:31][C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH3:22])=[O:18])[CH2:13][CH2:12]1

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 25192811HCID 25192811, compound

Product 1

HCID 25192257HCID 25192257, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a solution of 147 mg (0.295 mmol, 1 equiv.) (S)-2-(dibenzylamino)propyl 4-(1,2-dihydro-2-oxobenzo[d]imidazol-3-yl)piperidine-1-carboxylate in 3 ml of toluene was added 89 mg (0.221 mmol, 0.221 equiv.) of Lawesson reagent. The suspension was refluxed overnight. The solid was filtered and the solvent evaporated in vacuum. The residue was purified on silica gel.

Workup

  1. temperatureThe suspension was refluxed overnight
  2. filtrationThe solid was filtered
  3. customthe solvent evaporated in vacuum
  4. customThe residue was purified on silica gel

Sources & evidence

ORD record
ord-6a791c9702be46659c7fe015d9c7e3a7
Source dataset
uspto-grants-2014_01
Patent number
US08637496B2

Reaction notes

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