HCID 18631021, compound → HCID 18667649, compound

HRID 1059972Notes

Reaction equation

HRID 1059972 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([C:8]2[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[C:10]([N+:16]([O-])=O)[CH:9]=2)[CH:3]=1>C(O)C.O1CCCC1.[Pd]>[CH3:15][O:14][C:11]1[CH:12]=[CH:13][C:8]([C:4]2[CH:3]=[C:2]([CH3:1])[CH:7]=[CH:6][N:5]=2)=[CH:9][C:10]=1[NH2:16]

Participants

5

Reactant 1

HCID 18631021HCID 18631021, compound

Product 1

HCID 18667649HCID 18667649, compoundYield 99.9%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

A suspension of 4-(4-methylpyridin-2-yl)-2-nitro anisole (347 mg) in ethanol (3.5 ml) and tetrahydrofuran (3.5 ml) was hydrogenated over palladium on carbon (10% w/w, 50% wet, 120 mg) under a hydrogen atmosphere for 1 hour. The catalyst was filtered off, and the filtrate was evaporated under reduced pressure to give 2-methoxy-5-(4-methylpyridin-2-yl)aniline (304 mg).

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-1f0418951a4b4fcdba1a018fb796beab
Source dataset
uspto-grants-2003_02
Patent number
US06521643B1

Reaction notes

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