1-Methylhomopiperazine → HCID 69565765, compound

HRID 2354185Notes

Reaction equation

[CH3:1][N:2]1[CH2:8][CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.[CH:9]1([NH:12][C:13]([C:15]2[CH:16]=[CH:17][C:18]([CH3:34])=[C:19]([NH:21][C:22](=[O:33])[C:23]3[CH:28]=[C:27](F)[CH:26]=[CH:25][C:24]=3[N+:30]([O-:32])=[O:31])[CH:20]=2)=[O:14])[CH2:11][CH2:10]1>>[CH:9]1([NH:12][C:13]([C:15]2[CH:16]=[CH:17][C:18]([CH3:34])=[C:19]([NH:21][C:22](=[O:33])[C:23]3[CH:28]=[C:27]([N:5]4[CH2:6][CH2:7][CH2:8][N:2]([CH3:1])[CH2:3][CH2:4]4)[CH:26]=[CH:25][C:24]=3[N+:30]([O-:32])=[O:31])[CH:20]=2)=[O:14])[CH2:11][CH2:10]1

Participants

Reactant 2

HCID 2283491-Methylhomopiperazine

HCID 669189745-fluoro-N-{5-[(cyclopropylamino)carbonyl]-2-methylphenyl}-2-nitrobenzamide

Product 1

HCID 69565765HCID 69565765, compound

Procedure

Using an analogous procedure to that described paragraph (A) in the portion of Example 13 which is concerned with the preparation of starting materials 1-methylhomopiperazine was reacted with N-{5-[(cyclopropylamino)carbonyl]-2-methylphenyl}-5-fluoro-2-nitrobenzamide to give N-{5-[(cyclopropylamino)carbonyl]-2-methylphenyl}-5-(4-methyl-1,4-diazepan-1-yl)-2-nitrobenzamide; NMR Spectrum: (DMSOd6) 0.56 (m, 2H), 0.67 (m, 2H), 1.91 (m, 2H), 2.26 (s, 3H), 2.29 (s, 3H), 2.44 (m, 2H), 2.64 (m, 2H), 2.82 (m, 1H), 3.61 (m, 2H), 3.66 (m, 2H), 6.81 (s, 1H), 6.88 (d, 1H), 7.28 (d, 1H), 7.55 (d, 1H), 7.96 (s, 1H), 8.03 (d, 1H), 8.36 (s, 1H), 9.88 (s, 1H); Mass Spectrum: M+H+ 452.

Sources & evidence

ORD record: ord-bcc5e3eb804b4a88939ffeb2dd26d810
Source dataset: uspto-grants-2010_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07750154B2

Reaction notes

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