Sodium hydride → HCID 23359004, compound

HRID 2396971Notes

Reaction equation

[CH2:1]([C:3]1[C:21]([F:22])=[C:20]([F:23])[C:19]([F:24])=[C:18](F)[C:4]=1[C:5]([C:7](=[CH:13][NH:14][CH:15]1[CH2:17][CH2:16]1)[C:8]([O:10][CH2:11][CH3:12])=[O:9])=[O:6])[CH3:2].[H-].[Na+]>>[CH:15]1([N:14]2[C:18]3[C:4](=[C:3]([CH2:1][CH3:2])[C:21]([F:22])=[C:20]([F:23])[C:19]=3[F:24])[C:5](=[O:6])[C:7]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[CH:13]2)[CH2:17][CH2:16]1

Participants

Reactant 2

HCID 24758Sodium hydride

HCID 178471893HCID 178471893, compound

Product 1

HCID 23359004HCID 23359004, compoundYield 60.8%

Procedure

Employing ethyl 2-(2-ethyl-3,4,5,6-tetrafluorobenzoyl)-3-cyclopropylaminoacrylate (8.71 g) and 60% sodium hydride (1.09 g), the procedure of Reference Example 22 is repeated to give ethyl 1-cyclopropyl-6,7,8-trifluoro-5-ethyl-1,4-dihydro-4-oxoquinoline-3-carboxylate (5 g), as white powder, m.p. 139°-140° C.

Sources & evidence

ORD record: ord-4f335d00682b48d088ad483ed6db6465
Source dataset: uspto-grants-1996_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05495020

Reaction notes

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