Ethyl nipecotate → HCID 18918609, compound

HRID 1291910Notes

Reaction equation

N1CCCC(C(OCC)=O)C1.[N:12]1[CH:17]=[CH:16][C:15]([CH:18]2[CH2:23][NH:22][CH2:21][CH2:20][N:19]2[C:24]2[CH:42]=[CH:41][C:27]([C:28]([N:30]3[CH2:40][CH2:39][CH2:38][CH:32]([C:33]([O:35]CC)=[O:34])[CH2:31]3)=[O:29])=[CH:26][CH:25]=2)=[CH:14][CH:13]=1>>[N:12]1[CH:17]=[CH:16][C:15]([CH:18]2[CH2:23][NH:22][CH2:21][CH2:20][N:19]2[C:24]2[CH:25]=[CH:26][C:27]([C:28]([N:30]3[CH2:40][CH2:39][CH2:38][CH:32]([C:33]([OH:35])=[O:34])[CH2:31]3)=[O:29])=[CH:41][CH:42]=2)=[CH:14][CH:13]=1

Participants

Reactant 2

HCID 98969Ethyl nipecotate

HCID 18918341HCID 18918341, compound

Product 1

HCID 18918609HCID 18918609, compoundYield 35%

Procedure

In a similar manner to Example 56 but using ethyl nipecotate, was prepared ethyl 4-[(4-pyridyl)piperazin-1-yl]-benzoylnipecotate in 35% yield as a solid; NMR (d6DMSO) δ 1.15 (3H,t), 1.35-1.75 (3H,m), 1.9-2.05 (1H,m), 2.3-2.5(1H,m), 3.0-3.3 (4H,m), 3.3-3.4 (4H,m), 3.4-3.5 (4H,m), 4.05 (2H,q), 6.85 (2H,d), 6.95 (2H,d), 7.25 (2H,d), 8.15 (2H,d); m/e 423 (M+H)+ ; calculated for C24H30N4 O3.0.5H2O: C, 66.8; H, 7.2; N, 13.0. Found C, 66.4; H, 7.3; N, 13.1%.

Sources & evidence

ORD record: ord-d65dcb63755448adb00475e2e2b17596
Source dataset: uspto-grants-1998_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05753659

Reaction notes

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