Glycerol → 1,5-Naphthyridine

HRID 372828Notes

Reaction equation

[NH2:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][CH:7]=1.O[CH2:9][CH:10]([CH2:12]O)O>>[N:4]1[C:3]2[C:2](=[N:1][CH:9]=[CH:10][CH:12]=2)[CH:7]=[CH:6][CH:5]=1

Participants

Reactant 2

HCID 753Glycerol

HCID 100093-Aminopyridine

Product 1

HCID 1360701,5-Naphthyridine

Procedure

Thus 3-amino pyridine III may be condensed with a glycerol of formula IV to give the ##STR3## 1,5-naphthyridine of formula V which is reduced e.g. by hydrogenation over platinum oxide, to the 1,2,3,4-tetrahydro-1,5-naphthyridine of formula (VI). In formula IV, V and VI, R1, R2 and R3 are as defined in connection with formula I.

Sources & evidence

ORD record: ord-e8270a0bcad6457290f0f7217ab3693d
Source dataset: uspto-grants-1978_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04092418

Reaction notes

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