Phosphorus oxychloride → Ethyl 4-chloro-7-ethoxy-1,8-naphthyridine-3-carboxylate

HRID 1956422Notes

Reaction equation

[CH2:1]([O:3][C:4]1[N:13]=[C:12]2[C:7]([C:8](O)=[C:9]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH:10]=[N:11]2)=[CH:6][CH:5]=1)[CH3:2].P(Cl)(Cl)([Cl:22])=O>>[Cl:22][C:8]1[C:7]2[C:12](=[N:13][C:4]([O:3][CH2:1][CH3:2])=[CH:5][CH:6]=2)[N:11]=[CH:10][C:9]=1[C:14]([O:16][CH2:17][CH3:18])=[O:15]

Participants

Reactant 2

HCID 24813Phosphorus oxychloride

HCID 178469695HCID 178469695, compound

Product 1

HCID 19374322Ethyl 4-chloro-7-ethoxy-1,8-naphthyridine-3-carboxylate

Procedure

In a similar manner to Example B1, ethyl 7-ethoxy-4-hydroxy-1,8-naphthyridine-3-carboxylate (8.8 g) and phosphorus oxychloride (50 ml) were heated at 80° C. for 25 minutes to give ethyl 4-chloro-7-ethoxy-1,8-naphthyridine-3-carboxylate, m.p. 72°-75° C.

Sources & evidence

ORD record: ord-9e89b7ae038d40b49fa8445753d44683
Source dataset: uspto-grants-1998_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05780482

Reaction notes

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