Tetrahydrofuran → HCID 25051858, compound

HRID 73365Notes

Reaction equation

HRID 73365 reaction equation
[CH2:1]([O:3][C:4](=[O:25])[C:5]1[CH:10]=[CH:9][C:8]([N:11]2[C:19]3[C:14](=[CH:15][CH:16]=[C:17]([N+:20]([O-])=O)[CH:18]=3)[C:13]([C:23]#[N:24])=[CH:12]2)=[CH:7][CH:6]=1)[CH3:2].O1CCCC1>[C].[Pd].CO>[CH2:1]([O:3][C:4](=[O:25])[C:5]1[CH:6]=[CH:7][C:8]([N:11]2[C:19]3[C:14](=[CH:15][CH:16]=[C:17]([NH2:20])[CH:18]=3)[C:13]([C:23]#[N:24])=[CH:12]2)=[CH:9][CH:10]=1)[CH3:2]

Participants

5

Reactant 2

HCID 8028TetrahydrofuranHCID 25051857HCID 25051857, compound

Product 1

HCID 25051858HCID 25051858, compoundYield 69.9%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

To a solution of 4-(3-cyano-6-nitroindol-1-yl)benzoic acid ethyl ester (0.11 g) in a mixed solvent of tetrahydrofuran (2 mL) and methanol (2 mL) was added palladium-carbon powder (0.04 g) under an argon atmosphere, and this mixture was stirred at room temperature under a hydrogen atmosphere for 7 hours. The insoluble material was removed by filtration, and the filtrate was concentrated under reduced pressure to give the title compound (0.070 g).

Workup

  1. customThe insoluble material was removed by filtration
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-c04aae47d1c64f21990c035d02b493fc
Source dataset
uspto-grants-2014_09
Patent number
US08829040B2

Reaction notes

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