Phosphorus oxychloride → 5-Chloro-3-ethoxy-2-methyl-1,8-naphthyridine

Reaction equation

[CH2:1]([O:3][C:4]1[CH:5]=[C:6]2[C:11](=[N:12][C:13]=1[CH3:14])[N:10]=[CH:9][CH:8]=[C:7]2O)[CH3:2].P(Cl)(Cl)([Cl:18])=O>>[Cl:18][C:7]1[CH:8]=[CH:9][N:10]=[C:11]2[C:6]=1[CH:5]=[C:4]([O:3][CH2:1][CH3:2])[C:13]([CH3:14])=[N:12]2

Participants

Reactant 2

HCID 24813Phosphorus oxychloride

HCID 178465839HCID 178465839, compound

Product 1

HCID 193742665-Chloro-3-ethoxy-2-methyl-1,8-naphthyridine

Procedure

In a similar manner to Example B1, 6-ethoxy-7-methyl-1,8-naphthyridin-4-ol (2.15 g) and phosphorus oxychloride (25 ml) were heated at 60° C. for 1 hour to give 5-chloro-3-ethoxy-2-methyl-1,8-naphthyridine, m.p. 164° C.

Sources & evidence

ORD record: ord-25988206e5f9415bbc5456862e98ddac
Source dataset: uspto-grants-1998_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05780482

Reaction notes

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