Ethyl 7-chloro-6-fluoro-1-(1,2,4-thiadiazol-5-yl)-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylate → 7-Chloro-6-fluoro-1-(1,2,4-thiadiazol-5-yl)-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid

HRID 36023Notes

Reaction equation

[Cl:1][C:2]1[N:11]=[C:10]2[C:5]([C:6](=[O:22])[C:7]([C:17]([O:19]CC)=[O:18])=[CH:8][N:9]2[C:12]2[S:16][N:15]=[CH:14][N:13]=2)=[CH:4][C:3]=1[F:23]>O1CCCC1>[Cl:1][C:2]1[N:11]=[C:10]2[C:5]([C:6](=[O:22])[C:7]([C:17]([OH:19])=[O:18])=[CH:8][N:9]2[C:12]2[S:16][N:15]=[CH:14][N:13]=2)=[CH:4][C:3]=1[F:23]

Participants

Conditions

Temperature: 80 °C

Procedure

Compound No. 164 (1.1 g) obtained in Example 99 was dissolved in a mixture of tetrahydrofuran (40 ml) and c-HCl (10 ml). The solution was stirred at 80° C. for 1.5 hour. After the solvent was removed in vacuo, the precipitate was filtrated and washed with ethanol, ether and n-hexane. The title compound No. 165 was obtained as a slightly yellow solid.

Workup

customAfter the solvent was removed in vacuo
filtrationthe precipitate was filtrated
washwashed with ethanol, ether and n-hexane
custom165 was obtained as a slightly yellow solid

Sources & evidence

ORD record: ord-c65a6d6409614695970fd6ca70748059
Source dataset: uspto-grants-1995_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05412098

Reaction notes

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