2-morpholin-4-ylmethyl-6-nitro-N-phenyl-benzamide → 2-amino-6-(4-morpholinylmethyl)-N-phenylBenzamide

HRID 2079699Notes

Reaction equation

HRID 2079699 reaction equation
[N:1]1([CH2:7][C:8]2[CH:22]=[CH:21][CH:20]=[C:19]([N+:23]([O-])=O)[C:9]=2[C:10]([NH:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[O:11])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1>CO.[Pd]>[NH2:23][C:19]1[CH:20]=[CH:21][CH:22]=[C:8]([CH2:7][N:1]2[CH2:2][CH2:3][O:4][CH2:5][CH2:6]2)[C:9]=1[C:10]([NH:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:11]

Participants

4

Reactant 1

HCID 598410842-morpholin-4-ylmethyl-6-nitro-N-phenyl-benzamide

Product 1

HCID 598410622-amino-6-(4-morpholinylmethyl)-N-phenylBenzamide

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of compound 7 (0.3 g) and 10% Pd/C (30 mg) in methanol (35 mL) was stirred under hydrogen (1 atm) for 1.5 h. The mixture was filtered through a bed of CELITE® and the filtrate was concentrated to provide a yellow solid product, intermediate compound 2. ESI-MS m/z=312 (MH+).

Workup

  1. filtrationThe mixture was filtered through a bed of CELITE®
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-713b44d11a0d41b19e4fb06e902fb41f
Source dataset
uspto-grants-2011_04
Patent number
US07932260B2

Reaction notes

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