Ethanol → 4-(3-Pyrrolidinylpropoxy)benzene-1,2-diamine
Reaction equation
CO[C:3]1[CH:19]=[C:18]([NH:20]C)[C:17]([N+:22]([O-])=O)=[CH:16][C:4]=1[O:5][C:6]1[CH:11]=[CH:10][N:9]=[C:8]([C:12](NC)=O)C=1.[CH3:25][CH2:26]O>[Pd]>[N:9]1([CH2:10][CH2:11][CH2:6][O:5][C:4]2[CH:16]=[C:17]([NH2:22])[C:18]([NH2:20])=[CH:19][CH:3]=2)[CH2:8][CH2:12][CH2:26][CH2:25]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution 2-Nitro-4-(3-pyrrolidinylpropoxy)phenylamine 1 in EtOH, Pd/C (0.1 eq) is added. The reaction vessel is repeatedly purged (×3) with nitrogen, and then stirred under a hydrogen atmosphere for 18 h. The product is filtered through a Celite plug, and the plug washed with 25 mL of EtOH, to yield 2. LCMS 236.2 Rt 0.94 min.
Workup
- customThe reaction vessel is repeatedly purged (×3) with nitrogen
- filtrationThe product is filtered through a Celite plug
- washthe plug washed with 25 mL of EtOH
- customto yield 2
Sources & evidence
- ORD record
- ord-4439ba61f03b43c3b75f2736524ddc23
- Source dataset
- uspto-grants-2010_06
- Patent number
- US07728010B2
Reaction notes
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