Tetrahydrofuran → HCID 66726117, compound

HRID 1042139Notes

Reaction equation

HRID 1042139 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:16]=[CH:17][C:18]=1[N+:19]([O-])=O)[O:5][C:6]1[CH:7]=[CH:8][C:9]([S:12]([CH3:15])(=[O:14])=[O:13])=[N:10][CH:11]=1.O1CCCC1>[C].[Pd].CO>[CH3:1][C:2]1[CH:3]=[C:4]([O:5][C:6]2[CH:11]=[N:10][C:9]([S:12]([CH3:15])(=[O:14])=[O:13])=[CH:8][CH:7]=2)[CH:16]=[CH:17][C:18]=1[NH2:19]

Participants

5

Reactant 2

HCID 8028TetrahydrofuranHCID 66726170HCID 66726170, compound

Product 1

HCID 66726117HCID 66726117, compoundYield 100.4%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

A mixture of 5-(3-methyl-4-nitrophenoxy)-2-(methylsulfonyl)pyridine (12.58 g), 10% palladium carbon (2.5 g, containing water (50%)), tetrahydrofuran (200 mL), and methanol (50 mL) was stirred under a hydrogen atmosphere (balloon pressure) at room temperature for 18 hr. The catalyst was filtered off, and the obtained filtrate was concentrated under reduced pressure to give the title compound (11.4 g, yield 100%) as a pale-yellow oil.

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe obtained filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-154a20de3f464f16ac50025084696922
Source dataset
uspto-grants-2013_10
Patent number
US08557805B2

Reaction notes

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