Hydrochloric Acid → HCID 69711290, compound

HRID 1582996Notes

Reaction equation

[Br:1][C:2]1[CH:3]=[C:4]([C:8]2[C:17]3[C:12](=[N:13][C:14]([CH3:18])=[CH:15][CH:16]=3)[N:11]([CH2:19][CH3:20])[C:10](=[O:21])[C:9]=2[CH:22]2[CH2:27][CH2:26][N:25]([CH2:28][C:29]([O:31]CC)=[O:30])[CH2:24][CH2:23]2)[CH:5]=[CH:6][CH:7]=1.[ClH:34]>>[ClH:34].[Br:1][C:2]1[CH:3]=[C:4]([C:8]2[C:17]3[C:12](=[N:13][C:14]([CH3:18])=[CH:15][CH:16]=3)[N:11]([CH2:19][CH3:20])[C:10](=[O:21])[C:9]=2[CH:22]2[CH2:27][CH2:26][N:25]([CH2:28][C:29]([OH:31])=[O:30])[CH2:24][CH2:23]2)[CH:5]=[CH:6][CH:7]=1

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 12991187HCID 12991187, compound

Product 1

HCID 69711290HCID 69711290, compound

Conditions

Temperature: 100 °C

Procedure

To 370 mg of ethyl {4-[4-(3-bromophenyl)-1-ethyl-7-methyl-2-oxo-1,2-dihydro-1,8-naphthyridin-3-yl]piperidin-1-yl}acetate was added 5 ml of 6M hydrochloric acid, followed by stirring at 100° C. for 15 hours. After removal of the solvent, the resulting crude crystals were recrystallized from ethanol-acetonitrile to obtain 185 mg of {4-[4-(3-bromophenyl)-1-ethyl-7-methyl-2-oxo-1,2-dihydro-1,8-naphthyridin-3-yl]piperidin-1-yl}acetic acid monohydrochloride as colorless crystals.

Workup

customAfter removal of the solvent
customthe resulting crude crystals were recrystallized from ethanol-acetonitrile

Sources & evidence

ORD record: ord-b8b117ffce8e4160a1b35cdc0cc6d38e
Source dataset: uspto-grants-2004_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06740662B1

Reaction notes

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