Phosphorus oxychloride → Ethyl 4-chloro-6-methoxy-1,5-naphthyridine-3-carboxylate

HRID 1956416Notes

Reaction equation

HRID 1956416 reaction equation
O[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([O:12][CH3:13])[N:10]=2)[N:5]=[CH:4][C:3]=1[C:14]([O:16][CH2:17][CH3:18])=[O:15].P(Cl)(Cl)([Cl:21])=O>>[Cl:21][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([O:12][CH3:13])[N:10]=2)[N:5]=[CH:4][C:3]=1[C:14]([O:16][CH2:17][CH3:18])=[O:15]

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178469604HCID 178469604, compound

Product 1

HCID 23209173Ethyl 4-chloro-6-methoxy-1,5-naphthyridine-3-carboxylate

Procedure

A mixture of ethyl 4-hydroxy-6-methoxy-1,5-naphthyridine-3-carboxylate (2.48 g) and phosphorus oxychloride (25 ml) was stirred and heated at 50°-55° C. for 30 minutes. The mixture was worked up as described in Example B1 to give ethyl 4-chloro-6-methoxy-1,5-naphthyridine-3-carboxylate, m.p. 98°-100° C.

Workup

  1. temperatureheated at 50°-55° C. for 30 minutes

Sources & evidence

ORD record
ord-32298bd57f93488cae6c5c9e4df849fb
Source dataset
uspto-grants-1998_07
Patent number
US05780482

Reaction notes

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