HCID 59631038, compound → HCID 59631218, compound

HRID 2099447Notes

Reaction equation

HRID 2099447 reaction equation
[N:1]1([C:7]2[CH:8]=[C:9]([CH:14]=[C:15]([N+:17]([O-])=O)[CH:16]=2)[C:10]([NH:12][CH3:13])=[O:11])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[H][H]>C(O)C.[Ni]>[NH2:17][C:15]1[CH:14]=[C:9]([CH:8]=[C:7]([N:1]2[CH2:2][CH2:3][O:4][CH2:5][CH2:6]2)[CH:16]=1)[C:10]([NH:12][CH3:13])=[O:11]

Participants

5

Reactant 2

HCID 59631038HCID 59631038, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 59631218HCID 59631218, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

A solution of 3-(4-morpholinyl)-5-nitro-N-(methyl)-benzamide (Example 86d; 300 mg, 1.12 mmol) in ethanol (20 mL) is hydrogenated at atmospheric pressure over Raney nickel (0.2 g) at 25° C. The calculated amount of hydrogen is taken up in 19 hours. The mixture is then filtered and the solvent is evaporated off under reduced pressure to yield the crude product which is purified by recrystallisation from ethyl acetate to give the title compound as a beige crystalline solid, m.p. 201-204° C.

Workup

  1. filtrationThe mixture is then filtered
  2. customthe solvent is evaporated off under reduced pressure
  3. customto yield the crude product which
  4. customis purified by recrystallisation from ethyl acetate

Sources & evidence

ORD record
ord-67920377704a41d388a4019deda44772
Source dataset
uspto-grants-2009_08
Patent number
US07569566B2

Reaction notes

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