N-(2-Aminoethyl)ethyleneurea → HCID 18617544, compound

HRID 1264293Notes

Reaction equation

HRID 1264293 reaction equation
[O:1]=[C:2]1[NH:6][CH2:5][CH2:4][N:3]1[CH2:7][CH2:8][NH2:9].[C:10]([C:12]1[C:20]2[C:15](=[CH:16][CH:17]=[C:18]([CH2:21][CH2:22][NH:23][C:24](=[O:38])[C:25]3[CH:30]=[CH:29][C:28]([C:31]4[CH:36]=[CH:35][N:34]=[C:33](Cl)[N:32]=4)=[CH:27][CH:26]=3)[CH:19]=2)[NH:14][CH:13]=1)#[N:11]>>[C:10]([C:12]1[C:20]2[C:15](=[CH:16][CH:17]=[C:18]([CH2:21][CH2:22][NH:23][C:24](=[O:38])[C:25]3[CH:30]=[CH:29][C:28]([C:31]4[CH:36]=[CH:35][N:34]=[C:33]([NH:9][CH2:8][CH2:7][N:3]5[CH2:4][CH2:5][NH:6][C:2]5=[O:1])[N:32]=4)=[CH:27][CH:26]=3)[CH:19]=2)[NH:14][CH:13]=1)#[N:11]

Participants

3

Reactant 2

HCID 80480N-(2-Aminoethyl)ethyleneureaHCID 18617562N-[2-(3-Cyano-1H-indol-5-yl)-ethyl]-4-[2-chloropyrimidin-4-yl]benzamide

Product 1

HCID 18617544HCID 18617544, compound

Procedure

Using 2-(2-oxo-imidazolidin-1-yl)-ethylamine and N-[2-(3-Cyano-1H-indol-5-yl)-ethyl]-4-[2-chloro-pyrimidin-4-yl]-benzamide (reference example 1az) as substrates. 1H NMR (DMSO) δ 2.96 (bt, 2H); 3.24 (m, 4H); 3.47 (m, 6H); 6.26 (s, 1H); 7.18 (m, 2H); 7.27 (bt, 1H, J=5 Hz); 7.48 (m, 2H); 7.91 (d, 2H, J=9 Hz); 8.19 (m, 3H); 8.36 (bd, 1H); 8.67 (t, 1H, J=5 Hz); 12.10 (bs, 1H). MS (ion spray) m/z 495 (M+H)+.

Sources & evidence

ORD record
ord-a025e3bddfad4114880e04e57be4e4f5
Source dataset
uspto-grants-2003_04
Patent number
US06541505B1

Reaction notes

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