1-Methylpiperazine → HCID 22238133, compound

HRID 1743130Notes

Reaction equation

[O:1]1[CH2:6][CH2:5][N:4]([C:7]2[CH:12]=[C:11]([C:13]([NH:15][C:16]3[CH:17]=[C:18]([NH:22][C:23](=[O:34])[C:24]4[CH:29]=[C:28](Cl)[CH:27]=[CH:26][C:25]=4[N+:31]([O-:33])=[O:32])[CH:19]=[CH:20][CH:21]=3)=[O:14])[CH:10]=[CH:9][N:8]=2)[CH2:3][CH2:2]1.[CH3:35][N:36]1[CH2:41][CH2:40][NH:39][CH2:38][CH2:37]1>>[O:1]1[CH2:6][CH2:5][N:4]([C:7]2[CH:12]=[C:11]([C:13]([NH:15][C:16]3[CH:17]=[C:18]([NH:22][C:23](=[O:34])[C:24]4[CH:29]=[C:28]([N:39]5[CH2:40][CH2:41][N:36]([CH3:35])[CH2:37][CH2:38]5)[CH:27]=[CH:26][C:25]=4[N+:31]([O-:33])=[O:32])[CH:19]=[CH:20][CH:21]=3)=[O:14])[CH:10]=[CH:9][N:8]=2)[CH2:3][CH2:2]1

Participants

Reactant 2

HCID 531671-Methylpiperazine

HCID 22238145HCID 22238145, compound

Product 1

HCID 22238133HCID 22238133, compoundYield 89%

Procedure

In an analogous procedure to that described in the fifth paragraph of the portion of Note c) which is concerned with the preparation of starting materials, N-[3-(2-morpholinopyrid-4-ylcarbonylamino)phenyl]-5-chloro-2-nitrobenzamide was reacted with 1-methylpiperazine to give N-[3-(2-morpholinopyrid-4-ylcarbonylamino)phenyl]-5-(4-methylpiperazin-1-yl)-2-nitrobenzamide in 89% yield; NMR Spectrum: (DMSOd6) 2.2 (s, 3H), 2.41 (m, 4H) )3.5 (m, 8H), 3.71 (t, 4H), 7.07 (m, 3H), 7.31 (m, 3H), 7.48 (d, 1H), 8.03 (d, 1H), 8.16 (s, 1H), 8.26 (d, 1H), 10.35 (broad s, 1H), 10.44 (broad s, 1H); Mass Spectrum: M+H+ 546.

Sources & evidence

ORD record: ord-e4e0f7b9d8864d3890194be0a8469f05
Source dataset: uspto-grants-2006_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07008945B1

Reaction notes

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