HCID 59526799, compound → HCID 59526816, compound

HRID 1920702Notes

Reaction equation

HRID 1920702 reaction equation
C1(N2C3C(=CC=C(F)C=3OC)C(=O)C(C(OCC)=O)=C2S)CC1.[CH:24]1([N:27]2[C:36]3[C:31](=[CH:32][C:33](F)=[C:34]([F:39])[C:35]=3[O:37][CH3:38])[C:30](=[O:41])[C:29]3[C:42]([OH:47])=[C:43]([C:45]#[N:46])[S:44][C:28]2=3)[CH2:26][CH2:25]1>>[CH:24]1([N:27]2[C:36]3[C:31](=[CH:32][CH:33]=[C:34]([F:39])[C:35]=3[O:37][CH3:38])[C:30](=[O:41])[C:29]3[C:42]([OH:47])=[C:43]([C:45]#[N:46])[S:44][C:28]2=3)[CH2:25][CH2:26]1

Participants

3

Reactant 2

HCID 59526799HCID 59526799, compoundHCID 178470121HCID 178470121, compound

Product 1

HCID 59526816HCID 59526816, compound

Procedure

The title compound is prepared from ethyl 1-cyclopropyl-7-fluoro-2-mercapto-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylate using the method described above for the preparation of 9-cyclopropyl-6,7-difluoro-3-hydroxyl-8-methoxy-4-oxo-4,9-dihydrothieno[2,3-b]quinoline-2-carbonitrile. 1H NMR: δ1.03 (br, 2H), 1.27 (m, 2H), 3.90 (m, 1H), 3.94 (s, 3H), 7.45 (m, 1H), 8.02 (m, 1H). 19F NMR: δ−121.70 (s). LCMS: m/z calcd for C16H11FN2O3S ([M]+) 330. found ([M+H]+) 331.

Sources & evidence

ORD record
ord-0d5780697e494648b03402d919ab3df5
Source dataset
uspto-grants-2012_05
Patent number
US08173636B2

Reaction notes

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