(2-Fluoro-3-methoxy-4-nitrophenyl)(morpholino)methanone → (4-Amino-2-fluoro-3-methoxyphenyl)(morpholino)methanone

HRID 2406318Notes

Reaction equation

HRID 2406318 reaction equation
[F:1][C:2]1[C:7]([O:8][CH3:9])=[C:6]([N+:10]([O-])=O)[CH:5]=[CH:4][C:3]=1[C:13]([N:15]1[CH2:20][CH2:19][O:18][CH2:17][CH2:16]1)=[O:14]>[Pd].C(O)C>[NH2:10][C:6]1[CH:5]=[CH:4][C:3]([C:13]([N:15]2[CH2:16][CH2:17][O:18][CH2:19][CH2:20]2)=[O:14])=[C:2]([F:1])[C:7]=1[O:8][CH3:9]

Participants

4

Reactant 1

HCID 70099135(2-Fluoro-3-methoxy-4-nitrophenyl)(morpholino)methanone

Product 1

HCID 58539264(4-Amino-2-fluoro-3-methoxyphenyl)(morpholino)methanone

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A suspension of (2-fluoro-3-methoxy-4-nitrophenyl)(morpholino)methanone (0.20 g) and palladium on carbon (0.1 g, 10 wt %) in ethanol was stirred under hydrogen for 18 hours. The reaction then filtered through celite and concentrated to give (4-amino-2-fluoro-3-methoxyphenyl)(morpholino)methanone.

Workup

  1. customThe reaction
  2. filtrationthen filtered through celite and
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-306e3e29bca1499ba6737e5188b48b54
Source dataset
uspto-grants-2014_08
Patent number
US08809331B2

Reaction notes

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