Phosphorus oxychloride → 3-Bromo-5-chloro-2-methyl-1,8-naphthyridine

HRID 128618Notes

Reaction equation

[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[N:10][C:11]=1[CH3:12])[N:8]=[CH:7][CH:6]=[C:5]2O.P(Cl)(Cl)([Cl:16])=O>>[Br:1][C:2]1[C:11]([CH3:12])=[N:10][C:9]2[C:4]([CH:3]=1)=[C:5]([Cl:16])[CH:6]=[CH:7][N:8]=2

Participants

Reactant 2

HCID 24813Phosphorus oxychloride

HCID 178432386HCID 178432386, compound

Product 1

HCID 193743033-Bromo-5-chloro-2-methyl-1,8-naphthyridine

Conditions

Temperature: 95 °C

Procedure

In a similar manner to Example B1, a mixture of 6-bromo-7-methyl-1,8-naphthyridin-4-ol (3.7 g) and phosphorus oxychloride (25 ml) was stirred at 95° C. for 1 hour to give 3-bromo-5-chloro-2-methyl-1,8-naphthyridine, m.p. 160°-164° C.

Sources & evidence

ORD record: ord-5de5e0a9f6f6485d8d9a11ef297541e6
Source dataset: uspto-grants-1995_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05464781

Reaction notes

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