(4-Bromo-2-nitro-phenyl)-(1,1-dimethyl-2-morpholin-4-yl-ethyl)-amine → 4-Bromo-N1-(1,1-dimethyl-2-morpholin-4-yl-ethyl)-benzene-1,2-diamine

HRID 1716380Notes

Reaction equation

HRID 1716380 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([CH3:18])([CH3:17])[CH2:10][N:11]2[CH2:16][CH2:15][O:14][CH2:13][CH2:12]2)=[C:4]([N+:19]([O-])=O)[CH:3]=1.[H][H]>CCOC(C)=O>[Br:1][C:2]1[CH:3]=[C:4]([NH2:19])[C:5]([NH:8][C:9]([CH3:17])([CH3:18])[CH2:10][N:11]2[CH2:16][CH2:15][O:14][CH2:13][CH2:12]2)=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 58811480(4-Bromo-2-nitro-phenyl)-(1,1-dimethyl-2-morpholin-4-yl-ethyl)-amineHCID 178418361HCID 178418361, compound

Product 1

HCID 588114824-Bromo-N1-(1,1-dimethyl-2-morpholin-4-yl-ethyl)-benzene-1,2-diamine

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Mix (4-bromo-2-nitro-phenyl)-(1,1-dimethyl-2-morpholin-4-yl-ethyl)-amine (4 g, 11.1 mmol) and 5% Pt/C(S) (100 mg) in EtOAc (215 mL) and place under 60 psi hydrogen for 18 h. Filter and concentrate to give 3.76 (100%) title compound as a pale yellow oil; MS (es) 328, 330 (M+1), HPLC (ISO80-10M) t=1.57 (95%).

Workup

  1. filtrationFilter
  2. concentrationconcentrate

Sources & evidence

ORD record
ord-1d8bb7ea17b048d5bdd0bff9cc9fca11
Source dataset
uspto-grants-2010_09
Patent number
US07803814B2

Reaction notes

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