Hexane → 1,5-Naphthyridine

HRID 437038Notes

Reaction equation

HRID 437038 reaction equation
NC1C=NC=CC=1.CCCCCC.[N:14]1[C:23]2[C:18](=[N:19][CH:20]=[CH:21][CH:22]=2)[CH:17]=[CH:16][CH:15]=1>C(O)C.O=[Pt]=O>[N:14]1[C:23]2[C:18](=[N:19][CH:20]=[CH:21][CH:22]=2)[CH:17]=[CH:16][CH:15]=1.[NH:19]1[C:18]2[C:23](=[N:14][CH:15]=[CH:16][CH:17]=2)[CH2:22][CH2:21][CH2:20]1

Participants

7

Reactant 3

HCID 8058HexaneHCID 100093-AminopyridineHCID 1360701,5-Naphthyridine

Product 2

HCID 1360701,5-NaphthyridineHCID 69174951,2,3,4-Tetrahydro-1,5-naphthyridine

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 702EthanolSolvent

Procedure

1,5-Naphthyridine was prepared from 3-aminopyridine according to the method descried in J. Org. Chem., 1963, 1757 and was isolated as colorless needles from n-hexane m.p. 69° C. (lit. 74°). 1,5-Naphthyridine 2.6 g.) was hydrogenated in 95% ethanol over PtO2 catalyst under atmospheric conditions to give 1,2,3,4-tetrahydro-1,5-naphthyridine as colourless needles (2.51 g.).

Sources & evidence

ORD record
ord-fa7af60bef8c427a8e61f1b155672687
Source dataset
uspto-grants-1977_06
Patent number
US04029667

Reaction notes

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