2,5-Dimethoxytetrahydrofuran → HCID 70530913, compound

HRID 1995324Notes

Reaction equation

HRID 1995324 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][CH:3]=1.CO[CH:22]1[CH2:26][CH2:25][CH:24](OC)O1>C(O)(=O)C>[CH3:15][CH:10]1[N:9]2[C:14]3[C:5](=[CH:4][CH:3]=[C:2]([N:1]4[CH:22]=[CH:26][CH:25]=[CH:24]4)[C:13]=3[CH2:12][CH2:11]1)[C:6](=[O:19])[C:7]([C:16]([OH:18])=[O:17])=[CH:8]2

Participants

4

Reactant 2

HCID 790982,5-DimethoxytetrahydrofuranHCID 13189130HCID 13189130, compound

Product 1

HCID 70530913HCID 70530913, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a suspension of 3.0 g of 8-amino-6,7-dihydro-5-methyl-1-oxo-1H,5H-benzo[ij]quinolizine-2-carboxylic acid in 30 ml of glacial acetic acid was added 3.0 g of 2,5-dimethoxytetrahydrofuran and the mixture was heated on a steam bath for 1.5 hours. Cooling produced a solid which was separated by filtration to provide 6,7-dihydro-5-methyl-1-oxo-8-(1-pyrryl)-1H,5H-benzo[ij]quinolizine-2-carboxylic acid, m.p. 303°-305° C. Analysis: Calculated for C18H16N2O3 : %C, 70.1; %H, 5.2; %N, 9.1; Found: %C, 69.5; %H, 5.1; %N, 9.2. The structural assignment was confirmed by infrared spectral analysis.

Workup

  1. temperaturethe mixture was heated on a steam bath for 1.5 hours
  2. temperatureCooling
  3. customproduced a solid which
  4. customwas separated by filtration

Sources & evidence

ORD record
ord-ab5a013163f9402b92fbcdae6244f5c7
Source dataset
uspto-grants-1983_09
Patent number
US04404207

Reaction notes

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