1-(2-Hydroxyethyl)piperazine → HCID 69571914, compound

HRID 2354154Notes

Reaction equation

HRID 2354154 reaction equation
[N:1]1([CH2:7][CH2:8][OH:9])[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.Cl[C:11]1[CH:12]=[CH:13][C:14]([N+:33]([O-:35])=[O:34])=[C:15]([CH:32]=1)[C:16]([NH:18][C:19]1[CH:24]=[C:23]([C:25]([NH:27][CH:28]2[CH2:30][CH2:29]2)=[O:26])[CH:22]=[CH:21][C:20]=1[CH3:31])=[O:17]>>[CH:28]1([NH:27][C:25]([C:23]2[CH:22]=[CH:21][C:20]([CH3:31])=[C:19]([NH:18][C:16](=[O:17])[C:15]3[CH:32]=[C:11]([N:4]4[CH2:5][CH2:6][N:1]([CH2:7][CH2:8][OH:9])[CH2:2][CH2:3]4)[CH:12]=[CH:13][C:14]=3[N+:33]([O-:35])=[O:34])[CH:24]=2)=[O:26])[CH2:30][CH2:29]1

Participants

3

Reactant 2

HCID 76771-(2-Hydroxyethyl)piperazineHCID 69572773HCID 69572773, compound

Product 1

HCID 69571914HCID 69571914, compound

Procedure

Using an analogous procedure to that described paragraph (B) in the portion of Example 1 which is concerned with the preparation of starting materials, N-piperazine ethanol was reacted with 5-chloro-N-{5-[(cyclopropylamino)carbonyl]-2-methylphenyl}-2-nitrobenzamide to give N-{5-[(cyclopropylamino)carbonyl]-2-methylphenyl}-5-[4-(2-hydroxyethyl)piperazine-1-yl)-2-nitrobenzamide; NMR Spectrum: (DMSOd6) 0.57 (m, 2H), 0.68 (m, 2H), 2.30 (s, 3H), 2.44 (t, 2H), 2.54 (m, 4H), 2.83 (m, 1H), 3.50 (m, 6H), 4.46 (s, 1H), 7.05 (m, 2H), 7.28 (d, 1H), 7.56 (d, 1H), 7.96 (s, 1H), 8.04 (d, 1H), 8.35 (d, 1H), 9.90 (s, 1H); Mass Spectrum: M+H+ 468.

Sources & evidence

ORD record
ord-708b8a4d58c749b089b3a61d06747169
Source dataset
uspto-grants-2010_07
Patent number
US07750154B2

Reaction notes

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