Piperidine → HCID 46906792, compound

HRID 659448Notes

Reaction equation

HRID 659448 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:28]([F:31])([F:30])[F:29])=[C:6]([CH:27]=1)[CH2:7][N:8]1[CH2:13][CH2:12][NH:11][C:10]2[N:14]=[CH:15][C:16]([C:18]3[CH:26]=[CH:25][C:21]([C:22](O)=[O:23])=[CH:20][CH:19]=3)=[CH:17][C:9]1=2.[NH:32]1[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]1>>[CH2:35]1[CH2:36][CH2:37][N:32]([C:22]([C:21]2[CH:20]=[CH:19][C:18]([C:16]3[CH:15]=[N:14][C:10]4[NH:11][CH2:12][CH2:13][N:8]([CH2:7][C:6]5[CH:27]=[C:2]([Cl:1])[CH:3]=[CH:4][C:5]=5[C:28]([F:31])([F:30])[F:29])[C:9]=4[CH:17]=3)=[CH:26][CH:25]=2)=[O:23])[CH2:33][CH2:34]1

Participants

3

Reactant 2

HCID 8082PiperidineHCID 469067184-{1-[5-Chloro-2-(trifluoromethyl)benzyl]-1,2,3,4-tetrahydropyrido[2,3-b]pyrazin-7-yl}benzoic acid

Product 1

HCID 46906792HCID 46906792, compoundYield 64%

Procedure

4-{1-[5-Chloro-2-(trifluoromethyl)benzyl]-1,2,3,4-tetrahydropyrido[2,3-b]pyrazin-7-yl}benzoic acid (89 mg) was reacted with piperidine as in General Procedure 8 to give the title compound as an orange solid (64% yield). m.p.=216° C., LCMS: m/z=515.27 (M+H+), 1H-NMR (CDCl3, 400 MHz) δ 1.61 (6H, m), 2.88 (1H, s), 2.95 (1H, s), 3.38 (2H, s), 3.49 (2H, m), 3.69 (2H, m), 4.62 (2H, s), 5.26 (1H, s), 6.60 (1H, s), 7.37 (5H, m), 7.51 (1H, s), 7.64 (1H, d, J=8.3 Hz), 7.75 (1H, d, J=1.5 Hz).

Sources & evidence

ORD record
ord-b5672a70520840c893e9e583d49b11b3
Source dataset
uspto-grants-2011_12
Patent number
US08080561B2

Reaction notes

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