Lawesson's reagent → HCID 57901724, compound

HRID 1851390Notes

Reaction equation

HRID 1851390 reaction equation
[F:1][C:2]1[CH:10]=[CH:9][C:8]([N:11]([CH3:20])[S:12]([C:15]2[S:16][CH:17]=[CH:18][CH:19]=2)(=[O:14])=[O:13])=[C:7]2[C:3]=1[CH:4]=[C:5]([C:24]([NH2:26])=O)[N:6]2[CH2:21][O:22][CH3:23].COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:36])=CC=1>O1CCCC1>[F:1][C:2]1[CH:10]=[CH:9][C:8]([N:11]([CH3:20])[S:12]([C:15]2[S:16][CH:17]=[CH:18][CH:19]=2)(=[O:14])=[O:13])=[C:7]2[C:3]=1[CH:4]=[C:5]([C:24](=[S:36])[NH2:26])[N:6]2[CH2:21][O:22][CH3:23]

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 57901690HCID 57901690, compound

Product 1

HCID 57901724HCID 57901724, compoundYield 59%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 4-fluoro-1-(methoxymethyl)-7-[methyl(2-thienylsulfonyl)amino]-1H-indole-2-carboxamide (0.41 g), Lawesson's reagent (0.50 g) and tetrahydrofuran (40 mL) was stirred at 60° C. for 3 hr. The reaction solution was concentrated under reduced pressure, and the obtained residue was subjected to silica gel column chromatography (ethyl acetate:hexane=2:8-4:6) to give the title compound (0.25 g, yield 59%) as pale-yellow crystals.

Workup

  1. concentrationThe reaction solution was concentrated under reduced pressure

Sources & evidence

ORD record
ord-07a2eab9b9b74c17aa42c1f4a6b3aacc
Source dataset
uspto-grants-2015_02
Patent number
US08957070B2

Reaction notes

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