2,5-Dimethoxytetrahydrofuran → HCID 70532416, compound

HRID 1995322Notes

Reaction equation

HRID 1995322 reaction equation
[NH2:1][C:2]1[C:13]2=[C:14]3[N:9]([CH:10]([CH3:15])[CH2:11][CH2:12]2)[CH:8]=[C:7]([C:16]([OH:18])=[O:17])[C:6](=[O:19])[C:5]3=[CH:4][C:3]=1[F:20].CO[CH:23]1[CH2:27][CH2:26][CH:25](OC)O1>C(O)(=O)C>[OH2:17].[F:20][C:3]1[CH:4]=[C:5]2[C:14]3[N:9]([CH:8]=[C:7]([C:16]([OH:18])=[O:17])[C:6]2=[O:19])[CH:10]([CH3:15])[CH2:11][CH2:12][C:13]=3[C:2]=1[N:1]1[CH:23]=[CH:27][CH:26]=[CH:25]1

Participants

4

Reactant 2

HCID 790982,5-DimethoxytetrahydrofuranHCID 131891281H,5H-Benzo[ij]quinolizine-2-carboxylic acid, 8-amino-9-fluoro-6,7-dihydro-5-methyl-1-oxo-

Product 1

HCID 70532416HCID 70532416, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a suspension of 1.0 g of 8-amino-6,7-dihydro-9-fluoro-5-methyl-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid in 20 ml of warm galcial acetic acid was added 1.0 g 2,5-dimethoxytetrahydrofuran. The mixture was heated at reflux for 30 minutes. The product which precipitated was separated by filtration and washed with water to provide yellowish-white crystals of 6,7-dihydro-9-fluoro-5-methyl-1-oxo-8-(1-pyrryl)-1H,5H-benzo[ij]quinolizine-2-carboxylic acid hydrate, m.p. 300° C. Analysis: Calculated for C18H15FN2O3.1/3H2O: %C, 65.0; %H, 4.7; %N, 8.4; Found: %C, 64.8; %H, 4.5; %N, 8.4. The structural assignment was confirmed by infrared and nuclear magnetic resonance spectral analyses.

Workup

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 30 minutes
  3. customThe product which precipitated
  4. customwas separated by filtration
  5. washwashed with water

Sources & evidence

ORD record
ord-39a70a72e5d649c1b721f29f5c25224c
Source dataset
uspto-grants-1983_09
Patent number
US04404207

Reaction notes

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