Piperidine → HCID 21814160, compound

HRID 542510Notes

Reaction equation

HRID 542510 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[N:9][CH:10]=2)[N:5]=[CH:4][CH:3]=1.[NH:12]1[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1.[NH2:18][NH2:19]>>[N:12]1([C:2]2[C:11]3[C:6](=[CH:7][CH:8]=[N:9][CH:10]=3)[N:5]=[CH:4][CH:3]=2)[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1.[NH:18]([C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[N:9][CH:10]=2)[N:5]=[CH:4][CH:3]=1)[NH2:19]

Participants

5

Reactant 3

HCID 8082PiperidineHCID 9321HydrazineHCID 217666944-Chloro-1,6-naphthyridine

Product 2

HCID 21814160HCID 21814160, compoundHCID 23270930HCID 23270930, compound

Procedure

Paudler et al., J. Heterocyclic Chem. 2 (4), 393-8 (1965), show the synthesis and NMR spectra of various 4-substituted-1,6-naphthyridines, for example, the reaction of 4-hydroxy-1,6-naphthyridine with POBr3 or POCl3 to obtain 4-bromo-1,6-naphthyridine or 4-chloro-1,6-naphthyridine, respectively. Also shown is the reaction of 4-bromo-1,6-naphthyridine with dimethylamine to produce 4-dimethylamino-1,6-naphthyridine and the reaction 4-chloro-1,6-naphthyridine with piperidine or hydrazine to produce 4-(1-piperidinyl)-1,6-naphthyridine or 4-hydrazino-1,6-naphthyridine, respectively.

Sources & evidence

ORD record
ord-813bd2637e224677b9d60feff40d8fde
Source dataset
uspto-grants-1987_04
Patent number
US04657915

Reaction notes

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