HCID 19841303, compound → HCID 19841355, compound

HRID 1638732Notes

Reaction equation

HRID 1638732 reaction equation
C(OC(C1C(=O)[C:14]2[C:9](=[CH:10][C:11](C(=O)C)=C(F)C=2)[N:8](C2C=CC(F)=CC=2)C=1)=O)C.[CH:28]1([N:31]2[C:40]3[C:35](=[CH:36][C:37]([F:45])=[C:38]([C:42](=O)[CH3:43])[C:39]=3Cl)[C:34](=[O:46])[C:33]([C:47]([O:49][CH2:50][CH3:51])=[O:48])=[C:32]2[S:52][C:53]2C=CC=CC=2)[CH2:30][CH2:29]1>[Ni].[Pd]>[CH:28]1([N:31]2[C:40]3[C:35](=[CH:36][C:37]([F:45])=[C:38]([CH:42]4[CH2:11][CH2:10][CH:9]([NH2:8])[CH2:14][CH2:43]4)[CH:39]=3)[C:34](=[O:46])[C:33]([C:47]([O:49][CH2:50][CH3:51])=[O:48])=[C:32]2[S:52][CH3:53])[CH2:30][CH2:29]1

Participants

5

Reactant 2

HCID 19841303HCID 19841303, compoundHCID 70395461HCID 70395461, compound

Product 1

HCID 19841355HCID 19841355, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 23938PalladiumCatalyst

Procedure

In the described fashion as Example 16 (d and e), replacing ethyl 1-ethyl-6-fluoro-7-acetyl-1,4-dihydro-4-oxo-quinoline carboxylate (9) (A=CH, R10 =C2H5, R=C2H5,) with ethyl 1-cyclopropyl-2-methylthio-6-fluoro-7-acetyl-1,4-dihydro-4-oxo-3-carboxylate (13) of Example 40 and also replacing the catalyst Raney nickel in Example 16(e) with palladium on charcoal under a hydrogen atmosphere, one can obtain the ethyl 1-cyclopropyl-2-methylthio-6-fluoro-7-(4 aminocyclohexyl)-1,4-dihydro-4-oxo-quinoline-3-carboxylate (16) (A=CH, R11 =CH3, R10 =C2H5, R=cyclopropyl, Z= ##STR76##

Sources & evidence

ORD record
ord-5b37bb7b28e14798b5d2c8b69ea32983
Source dataset
uspto-grants-1989_11
Patent number
US04880814

Reaction notes

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