Sodium Hydroxide → 8-(3-aminophenyl)-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylic acid

HRID 1354193Notes

Reaction equation

[OH-].[Na+].[NH2:3][C:4]1[CH:5]=[C:6]([C:10]2[CH:11]=[CH:12][N:13]3[C:18]([C:19]=2[CH3:20])=[C:17]([CH:21]2[CH2:23][CH2:22]2)[CH:16]=[C:15]([C:24]([O:26]CC)=[O:25])[C:14]3=[O:29])[CH:7]=[CH:8][CH:9]=1>CO>[NH2:3][C:4]1[CH:5]=[C:6]([C:10]2[CH:11]=[CH:12][N:13]3[C:18]([C:19]=2[CH3:20])=[C:17]([CH:21]2[CH2:23][CH2:22]2)[CH:16]=[C:15]([C:24]([OH:26])=[O:25])[C:14]3=[O:29])[CH:7]=[CH:8][CH:9]=1

Participants

Conditions

Temperature: 50 °C

Procedure

2 ml of methanol and 0.5 ml of 1 N sodium hydroxide were added to 51 mg of ethyl 8-(3-aminophenyl)-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylate, and they were stirred at 50° C. for 2 hours. The reaction mixture was concentrated under reduced pressure and then dissolved in 10 ml of water. The obtained solution was neutralized with 1 N hydrochloric acid. The crystals thus formed were taken by the filtration to obtain 36 mg of 8-(3-aminophenyl)-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylic acid.

Workup

concentrationThe reaction mixture was concentrated under reduced pressure
dissolutiondissolved in 10 ml of water
customThe crystals thus formed
filtrationwere taken by the filtration

Sources & evidence

ORD record: ord-ed0427a9880d4fef95d4264a6f9c3dfd
Source dataset: uspto-grants-2007_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07223773B2

Reaction notes

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