Hydrochloric Acid → HCID 67907152, compound

HRID 893578Notes

Reaction equation

C(OC([NH:8][C@H:9]1[CH2:13][CH2:12][N:11]([C:14]2[C:23]([F:24])=[C:22]3[C:17]([C:18](=[O:33])[C:19]([C:28]([O:30][CH2:31][CH3:32])=[O:29])=[C:20]4[S:26][CH:25]([CH3:27])[N:21]43)=[CH:16][C:15]=2[F:34])[CH2:10]1)=O)(C)(C)C.Cl.[OH-].[Na+]>>[NH2:8][C@H:9]1[CH2:13][CH2:12][N:11]([C:14]2[C:23]([F:24])=[C:22]3[C:17]([C:18](=[O:33])[C:19]([C:28]([O:30][CH2:31][CH3:32])=[O:29])=[C:20]4[S:26][CH:25]([CH3:27])[N:21]43)=[CH:16][C:15]=2[F:34])[CH2:10]1

Participants

Reactant 3

HCID 313Hydrochloric Acid

HCID 14798Sodium Hydroxide

HCID 54249524HCID 54249524, compound

Product 1

HCID 67907152HCID 67907152, compoundYield 90.9%

Conditions

Temperature: 80 °C

Procedure

A mixture of 0.40 g of ethyl 7-[(S)-3-(tert-butoxycabonyl amino)-1-pyrrolidinyl)-6,8-difluoro-1-methyl-4-oxo-1H,4H-[1,3]thiazeto[3,2-a]quinoline-3-carboxylate and 4.0 ml of 35% hydrochloric acid was heated at 80° C. for 10 minutes with stirring. The reaction mixture was neutralized with 20% aqueous sodium hydroxide. The precipitate was collected by filtration to give 0.29 g of the desired compound, which was recrystallized from ethanol to give pale brown crystals, m.p. 225°-230° C. (decomp.).

Workup

filtrationThe precipitate was collected by filtration

Sources & evidence

ORD record: ord-a882d2c73dae4228a2a29baf1caca503
Source dataset: uspto-grants-1992_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05126337

Reaction notes

Loading…