1-[4-(4-Aminophenyl)piperazin-1-yl]ethan-1-one → HCID 86706300, compound

HRID 2205887Notes

Reaction equation

[C:1]([O:5][C:6]([N:8]1[C:16]2[CH:15]=[C:14](Cl)[N:13]=[CH:12][C:11]=2[CH:10]=[C:9]1[C:18]1[CH:19]=[N:20][N:21]([C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])[CH:22]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:30]([N:33]1[CH2:38][CH2:37][N:36]([C:39]2[CH:45]=[CH:44][C:42]([NH2:43])=[CH:41][CH:40]=2)[CH2:35][CH2:34]1)(=[O:32])[CH3:31].C(OC(N1C=C(C2N(C(OC(C)(C)C)=O)C3C=C(NC4C=CC(C(=O)N(C)C)=CC=4)N=CC=3C=2)C=N1)=O)(C)(C)C>>[C:30]([N:33]1[CH2:34][CH2:35][N:36]([C:39]2[CH:45]=[CH:44][C:42]([NH:43][C:14]3[N:13]=[CH:12][C:11]4[CH:10]=[C:9]([C:18]5[CH:19]=[N:20][N:21]([C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])[CH:22]=5)[N:8]([C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7])[C:16]=4[CH:15]=3)=[CH:41][CH:40]=2)[CH2:37][CH2:38]1)(=[O:32])[CH3:31]

Participants

Reactant 3

HCID 7362691-[4-(4-Aminophenyl)piperazin-1-yl]ethan-1-one

HCID 86706279HCID 86706279, compound

HCID 86706299HCID 86706299, compound

Product 1

HCID 86706300HCID 86706300, compoundYield 27%

Procedure

The title compound was prepared in 27% yield from compound (17) and 4-(4-acetylpiperazin-1-yl)aniline using the method described for compound (49). 1H-NMR (500 MHz, CDCl3) 1.47 (s, 9H), 1.69 (s, 9H), 2.17 (s, 3H), 3.13 (t, J=5.0 Hz, 2H), 3.15 (t, J=5.3 Hz, 2H), 3.65 (t, J=5.8 Hz, 2H), 3.81 (t, J=5.2 Hz, 2H), 6.45 (br s, 1H), 6.56 (d, J=0.6 Hz, 1H), 6.96 (d, J=8.9 Hz, 2H), 7.29 (d, J=8.9 Hz, 2H), 7.42 (s, 1H), 7.81 (d, J=0.6 Hz, 1H), 8.20 (d, J=0.4 Hz, 1H), 8.41 (d, J=0.8 Hz, 1H).

Sources & evidence

ORD record: ord-ca3a70a1a35c46c6af7e5b8a1b9a20f4
Source dataset: uspto-grants-2016_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09371319B2

Reaction notes

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