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

HRID 11305Notes

Reaction equation

HRID 11305 reaction equation
[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:39])=[C:11]([N:16]4[CH2:21][CH2:20][CH:19]([NH:22][C:23](=[O:36])[C@H:24]([CH:33]([CH3:35])[CH3:34])[NH:25]C(OC(C)(C)C)=O)[C:18]([CH3:38])([CH3:37])[CH2:17]4)[C:12]=3[O:14][CH3:15])[C:7](=[O:40])[C:6]([C:41]([OH:43])=[O:42])=[CH:5]2)[CH2:3][CH2:2]1.[ClH:44]>>[ClH:44].[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:39])=[C:11]([N:16]4[CH2:21][CH2:20][CH:19]([NH:22][C:23](=[O:36])[C@H:24]([CH:33]([CH3:35])[CH3:34])[NH2:25])[C:18]([CH3:38])([CH3:37])[CH2:17]4)[C:12]=3[O:14][CH3:15])[C:7](=[O:40])[C:6]([C:41]([OH:43])=[O:42])=[CH:5]2)[CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 867602221-Cyclopropyl-6-fluoro-8-methoxy-1,4-dihydro-7-{4'-(N-t-butoxycarbonyl-L-valyl)amino-3',3'-dimethylpiperidin-1-yl)-4-oxo-quinoline-3-carboxylic acid

Product 1

HCID 867602201-Cyclopropyl-6-fluoro-8-methoxy-1,4-dihydro-7-(3',3'-dimethyl-4'-L-valinylaminopiperidin-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-valyl)amino-3′,3′-dimethylpiperidin-1-yl)-4-oxo-quinoline-3-carboxylic acid (0.4 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 150–55° C., C26H35FN4O5.HCl m/z 503 (M+1).

Workup

  1. concentrationThe mixture concentrated

Sources & evidence

ORD record
ord-71b22db518414164b5aaf59d12355f9e
Source dataset
uspto-grants-2006_08
Patent number
US07098219B2

Reaction notes

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