Lawesson's reagent → HCID 117759748, compound

HRID 1049557Notes

Reaction equation

HRID 1049557 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[C:10]1[C:11]([C:26]([NH:28][NH:29][C:30](=O)[C:31]([F:34])([F:33])[F:32])=O)=[CH:12][C:13]([O:16][CH2:17][C:18]2[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=2)=[CH:14][CH:15]=1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:45])=CC=1>C1COCC1>[F:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[C:10]1[CH:15]=[CH:14][C:13]([O:16][CH2:17][C:18]2[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=2)=[CH:12][C:11]=1[C:26]1[S:45][C:30]([C:31]([F:34])([F:33])[F:32])=[N:29][N:28]=1

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 117760200HCID 117760200, compound

Product 1

HCID 117759748HCID 117759748, compoundYield 59.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 2′-fluoro-5′-methoxy-4-((4-methoxybenzyl)oxy)-N′-(2,2,2-trifluoroacetyl)-[1,1′-biphenyl]-2-carbohydrazide (502 mg) and Lawesson's reagent (825 mg) in THF (10 mL) was stirred at 80° C. for 4 hr. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (299 mg) as a pale-yellow solid. The present compound was used for the next reaction without purification.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue was purified by silica gel column chromatography (ethyl acetate/hexane)

Sources & evidence

ORD record
ord-b414ca39023b4961a650d0a7d6a92ae6
Source dataset
uspto-grants-2016_07
Patent number
US09382188B2

Reaction notes

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