Hydrochloric Acid → HCID 21104472, compound

HRID 1354195Notes

Reaction equation

C(OC([NH:8][C:9]1[C:14]([CH3:15])=[CH:13][C:12]([C:16]2[CH:17]=[CH:18][N:19]3[C:24]([C:25]=2[CH3:26])=[C:23]([CH:27]2[CH2:29][CH2:28]2)[CH:22]=[C:21]([C:30]([O:32]CC)=[O:31])[C:20]3=[O:35])=[CH:11][C:10]=1[CH3:36])=O)(C)(C)C.Cl.[OH-].[Na+]>C1COCC1>[NH2:8][C:9]1[C:10]([CH3:36])=[CH:11][C:12]([C:16]2[CH:17]=[CH:18][N:19]3[C:24]([C:25]=2[CH3:26])=[C:23]([CH:27]2[CH2:28][CH2:29]2)[CH:22]=[C:21]([C:30]([OH:32])=[O:31])[C:20]3=[O:35])=[CH:13][C:14]=1[CH3:15]

Participants

Conditions

Temperature: 50 °C

Procedure

14 mg of ethyl 8-(4-tert-butoxycarbonylamino-3,5-dimethylphenyl)-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylate (Example 12) was dissolved in 1 ml of THF. 1 ml of 3 N hydrochloric acid was added to the obtained solution, and they were stirred at 50° C. for 3 hours. 2 ml of 3 N sodium hydroxide was added to the reaction mixture, and they were stirred at 50° C. for 14 hours and then neutralized with 1 N hydrochloric acid. The crystals thus precipitated were taken by the filtration to obtain 4 mg of 8-(4-amino-3,5-dimethylphenyl)-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylic acid.

Workup

stirringwere stirred at 50° C. for 14 hours
customThe crystals thus precipitated
filtrationwere taken by the filtration

Sources & evidence

ORD record: ord-05353544e2674203b254d666220f0d20
Source dataset: uspto-grants-2007_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07223773B2

Reaction notes

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