Piperidine → 1-(Quinoxalin-6-ylcarbonyl)piperidine

HRID 1288852Notes

Reaction equation

HRID 1288852 reaction equation
N1C2C(=CC(C(O)=O)=CC=2)N=CC=1.N1CCCCC1.[N:20]1[C:29]2[C:24](=[CH:25][C:26]([C:30]([N:32]3[CH2:37][CH:36]=[CH:35][CH2:34][CH2:33]3)=[O:31])=[CH:27][CH:28]=2)[N:23]=[CH:22][CH:21]=1.C(C1NC=CN=1)(C1NC=CN=1)=O>>[N:20]1[C:29]2[C:24](=[CH:25][C:26]([C:30]([N:32]3[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33]3)=[O:31])=[CH:27][CH:28]=2)[N:23]=[CH:22][CH:21]=1

Participants

5

Reactant 4

HCID 8082PiperidineHCID 674813Quinoxaline-6-carboxylic acidHCID 5250894Bis-(1H-imidazol-2-YL)-methanoneHCID 116300791-(Quinoxalin-6-ylcarbonyl)-1,2,3,6-tetrahydropyridine

Product 1

HCID 1481841-(Quinoxalin-6-ylcarbonyl)piperidine

Procedure

The coupling of 6-quinoxalinecarboxylic acid to piperidine is accomplished in a manner similar to that used for the preparation of Invention Compound XIII, or by any other method known in the art for activation of aromatic carboxylic acids, such as, for example, activation by carbonyl diimidazole. 1H NMR δ 1.56 and 1.73 (br, 6), 3.40 (br s, 2), 3.79 (br s, 2), 7.82 (dd, 1, J=8.8, 1.9 Hz), 8.13 (d, 1, J=1.6 Hz), 8.17 (d, 1, 8.6 Hz), and 8.9 ppm (m, 2).

Sources & evidence

ORD record
ord-ab7e10cc25434bebb2a8acef9509be19
Source dataset
uspto-grants-1998_05
Patent number
US05747492

Reaction notes

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