HCID 11439260, compound → HCID 11312962, compound

HRID 2119327Notes

Reaction equation

HRID 2119327 reaction equation
[CH2:1]([N:8]([CH3:25])[C:9]1[CH:14]=[C:13]([CH2:15][N:16]2[CH2:21][CH2:20][O:19][CH2:18][CH2:17]2)[CH:12]=[CH:11][C:10]=1[N+:22]([O-])=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H][H]>C(OCC)(=O)C.[Pd]>[CH2:1]([N:8]([CH3:25])[C:9]1[C:10]([NH2:22])=[CH:11][CH:12]=[C:13]([CH2:15][N:16]2[CH2:17][CH2:18][O:19][CH2:20][CH2:21]2)[CH:14]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 11439260HCID 11439260, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 11312962HCID 11312962, compoundYield 102.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of N-benzyl-N-methyl-5-(4-morpholinylmethyl)-2-nitroaniline (3.3 g, 9.7 mmol) and 10% palladium charcoal (0.25 g) in ethyl acetate (100 mL) is hydrogenated (50 psi initial hydrogen pressure) until HPLC shows that reaction is complete (40 min). The solvent is evaporated to give 3.1 g of the title compound as an oil.

Workup

  1. customshows that reaction
  2. custom(40 min)
  3. customThe solvent is evaporated

Sources & evidence

ORD record
ord-f80123a162df4353afe941eaaf4f04f4
Source dataset
uspto-grants-2004_02
Patent number
US06686356B2

Reaction notes

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