HCID 66924240, compound → HCID 66924233, compound

HRID 1362837Notes

Reaction equation

HRID 1362837 reaction equation
C1(N2C3C(=CC(F)=C(N4CCC(NC5CCNCC5)CC4)C=3OC)C(=O)C(C(O)=O)=C2)CC1.C(OC([N:41]1[CH2:46][CH2:45][CH:44]([N:47]([CH2:53][CH:54]2[CH2:58][CH2:57][N:56]([C:59]3[C:68]([O:69][CH3:70])=[C:67]4[C:62]([C:63](=[O:77])[C:64]([C:74]([OH:76])=[O:75])=[CH:65][N:66]4[CH:71]4[CH2:73][CH2:72]4)=[CH:61][C:60]=3[F:78])[CH2:55]2)[CH2:48][CH2:49][N:50]([CH3:52])[CH3:51])[CH2:43][CH2:42]1)=O)(C)(C)C>>[CH:71]1([N:66]2[C:67]3[C:62](=[CH:61][C:60]([F:78])=[C:59]([N:56]4[CH2:57][CH2:58][CH:54]([CH2:53][N:47]([CH2:48][CH2:49][N:50]([CH3:52])[CH3:51])[CH:44]5[CH2:45][CH2:46][NH:41][CH2:42][CH2:43]5)[CH2:55]4)[C:68]=3[O:69][CH3:70])[C:63](=[O:77])[C:64]([C:74]([OH:76])=[O:75])=[CH:65]2)[CH2:73][CH2:72]1

Participants

3

Reactant 2

HCID 66924240HCID 66924240, compoundHCID 66924279HCID 66924279, compound

Product 1

HCID 66924233HCID 66924233, compound

Procedure

The title compound was prepared by using the same procedure as described for the preparation of 1-cyclopropyl-6-fluoro-8-methoxy-4-oxo-7-[4-(piperidin-4-ylamino)-piperidin-1-yl]-1,4-dihydro-quinoline-3-carboxylic acid in Example 4, Step 3 except 7-(3-{[(1-tert-butoxycarbonyl-piperidin-4-yl)-(2-dimethylamino-ethyl)-amino]-methyl}-pyrrolidin-1-yl)-1-cyclopropyl-6-fluoro-8-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid was used in place of 7-[4-(1-tert-butoxycarbonyl-piperidin-4-ylamino)-piperidin-1-yl]-1-cyclopropyl-6-fluoro-8-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid. The title compound was obtained as light yellow oil. ESI MS m/z 459 (M+H+); 1H NMR (400 MHz, CDCl3) δ 8.71 (s, 1H), 7.46 (d, .J=14.2 Hz, 1H), 4.11 (br s, 1H), 3.70 (m, 1H), 3.57 (m, 1H), 3.54 (s, 3H), 3.46 (m, 4H), 2.99 (m, 4H), 2.88 (m, 2H), 2.71 (s, 6H), 2.52 (m, 1H), 2.12 (q, J=5.5 Hz, 1H), 2.00 (dd, J=12.7 Hz, 19.4 Hz, 2H), 1.78 (q, J=11.6 Hz, 2H), 1.71 (q, J=8.4 Hz, 2H), 1.24 (m, 2H), 1.09-0.95 (m, 4H).

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-59ff94a2d1b04a0a9b7e95b0d4fc7912
Source dataset
uspto-grants-2011_02
Patent number
US07884099B2

Reaction notes

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