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

HRID 1458528Notes

Reaction equation

HRID 1458528 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-07b37a91766e4329953fb8f1ee583032
Source dataset
uspto-grants-1998_12
Patent number
US05852008

Reaction notes

Loading…