Hydrochloric Acid → 1-Cyclopropyl-6-fluoro-8-methoxy-1,4-dihydro-7-(4'-(L)-alaninylamino-3', 3'-dimethylpiperidin-1-yl)-4-oxo-quinoline-3-carboxylic acid hydrochloride

HRID 11304Notes

Reaction equation

HRID 11304 reaction equation
[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:37])=[C:11]([N:16]4[CH2:21][CH2:20][CH:19]([NH:22][C:23](=[O:34])[C@H:24]([CH3:33])[NH:25]C(OC(C)(C)C)=O)[C:18]([CH3:36])([CH3:35])[CH2:17]4)[C:12]=3[O:14][CH3:15])[C:7](=[O:38])[C:6]([C:39]([OH:41])=[O:40])=[CH:5]2)[CH2:3][CH2:2]1.[ClH:42]>>[ClH:42].[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:37])=[C:11]([N:16]4[CH2:21][CH2:20][CH:19]([NH:22][C:23](=[O:34])[C@H:24]([CH3:33])[NH2:25])[C:18]([CH3:36])([CH3:35])[CH2:17]4)[C:12]=3[O:14][CH3:15])[C:7](=[O:38])[C:6]([C:39]([OH:41])=[O:40])=[CH:5]2)[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 865864761-Cyclopropyl-6-fluoro-8-methoxy-1,4-dihydro-7-{4'-(N-t-butoxycarbonyl-L-alanyl)amino-3',3'-dimethylpiperidin-1-yl}-4-oxo-quinoline-3-carboxylic acid

Product 1

HCID 865864741-Cyclopropyl-6-fluoro-8-methoxy-1,4-dihydro-7-(4'-(L)-alaninylamino-3', 3'-dimethylpiperidin-1-yl)-4-oxo-quinoline-3-carboxylic acid hydrochlorideYield 75%

Procedure

1-Cyclopropyl-6-fluoro-8-methoxy-1,4-dihydro-7-{4′-(N-t-butoxycarbonyl-L-alanyl)amino-3′,3′-dimethylpiperidin-1-yl}-4-oxo-quinoline-3-carboxylic acid (0.9 gm) is hydrolysed with 6N HCl (20 ml) at room temperature for 1 hr. The mixture concentrated to furnish the titled product. Yield 75%, m.p 245–50° C., C24H31FN4O5.HCl m/z 475 (M+1).

Workup

  1. concentrationThe mixture concentrated

Sources & evidence

ORD record
ord-3157bbbc971143d2a53b3dc4daf97f21
Source dataset
uspto-grants-2006_08
Patent number
US07098219B2

Reaction notes

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