1-Methylpiperazine → HCID 24852238, compound

HRID 659319Notes

Reaction equation

[Cl:1][C:2]1[C:28]([F:29])=[CH:27][CH:26]=[C:25]([F:30])[C:3]=1[CH2:4][N:5]1[C:10](=[O:11])[CH2:9][NH:8][C:7]2[N:12]=[CH:13][C:14]([C:16]3[CH:24]=[CH:23][C:19]([C:20]([OH:22])=O)=[CH:18][CH:17]=3)=[CH:15][C:6]1=2.[CH3:31][N:32]1[CH2:37][CH2:36][NH:35][CH2:34][CH2:33]1>>[Cl:1][C:2]1[C:28]([F:29])=[CH:27][CH:26]=[C:25]([F:30])[C:3]=1[CH2:4][N:5]1[C:10](=[O:11])[CH2:9][NH:8][C:7]2[N:12]=[CH:13][C:14]([C:16]3[CH:17]=[CH:18][C:19]([C:20]([N:35]4[CH2:36][CH2:37][N:32]([CH3:31])[CH2:33][CH2:34]4)=[O:22])=[CH:23][CH:24]=3)=[CH:15][C:6]1=2

Participants

Reactant 2

HCID 531671-Methylpiperazine

HCID 24852237HCID 24852237, compound

Product 1

HCID 24852238HCID 24852238, compoundYield 45%

Procedure

4-[1-(2-Chloro-3,6-difluorobenzyl)-2-oxo-1,2,3,4-tetrahydropyrido[2,3-b]pyrazin-7-yl]benzoic acid (13 mg) was reacted with 1-methyl piperazine as in General Procedure 8 to give the title compound as an off-white foam (45% yield). M.p. (foam), LCMS: m/z=512.07 (M+H+), 1H-NMR (DMSO-d6, 400 MHz) δ 2.30-2.43 (m, 2H), 2.83 (s, 3H), 3.06-3.18 (m, 2H), 3.21-3.33 (m, 2H), 3.40-3.48 (m, 2H), 4.08 (s, 2H), 5.39 (s, 2H), 7.28 (bs, 1H), 7.22-7.32 (m, 1H), 7.46 (s, 1H), 7.50 (d, J=8.3 Hz, 2H), 7.62 (d, J=8.3 Hz, 2H), 8.05 (s, 1H).

Sources & evidence

ORD record: ord-a13b23dd763347d8a2703502180bddcc
Source dataset: uspto-grants-2011_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08080561B2

Reaction notes

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