Aniline → N-(4,5-dihydro-1H-imidazol-2-ylmethyl)-2-(1-piperidinyl) aniline
Reaction equation
[NH:1]1[CH2:5][CH2:4][N:3]=[C:2]1[CH2:6][NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[N:14]1[CH2:18][CH2:17][CH2:16][CH2:15]1.N1CCCC[CH2:20]1.FC1C=CC=CC=1[N+]([O-])=O.NC1C=CC=CC=1>>[NH:1]1[CH2:5][CH2:4][N:3]=[C:2]1[CH2:6][NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[N:14]1[CH2:18][CH2:17][CH2:16][CH2:15][CH2:20]1Participants
5
Procedure
Under conditions similar to those used for the preparation of N-(4,5-dihydro-1H-imidazol-2-ylmethyl)-2-(1-pyrrolidinyl)aniline (Example 64), piperidine was reacted with 2-fluoronitrobenzene, the nitro group was reduced, and the aniline was coupled, with CMI to give N-(4,5-dihydro-1H-imidazol-2-ylmethyl)-2-(1-piperidinyl) aniline.
Sources & evidence
- ORD record
- ord-4b0c1b3487f14506858fa7a637303b74
- Source dataset
- uspto-grants-2005_04
- Patent number
- US06884801B1
Reaction notes
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