Ethanol → HCID 9997665, compound

HRID 1651406Notes

Reaction equation

HRID 1651406 reaction equation
[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:27])=[C:11]([N:14]4[CH2:17][C:16]([CH2:19][NH:20]C(=O)C(F)(F)F)([CH3:18])[CH2:15]4)[CH:12]=3)[C:7](=[O:28])[C:6]([C:29]([OH:31])=[O:30])=[CH:5]2)[CH2:3][CH2:2]1.C(O)C>[OH-].[Na+]>[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:27])=[C:11]([N:14]4[CH2:17][C:16]([CH2:19][NH2:20])([CH3:18])[CH2:15]4)[CH:12]=3)[C:7](=[O:28])[C:6]([C:29]([OH:31])=[O:30])=[CH:5]2)[CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 702EthanolHCID 9980729HCID 9980729, compound

Product 1

HCID 9997665HCID 9997665, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

A solution of 1.05 g (2.38 mmoles) of 1-cyclopropyl-6-fluoro-7-(3-trifluoroacetamidomethyl)-3-methyl-1-azetidinyl)-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid (Example 30), in 15 ml of 1N sodium hydroxide and 6 ml of ethanol is heated to reflux for 3 hours, and evaporated under vacuum. Acetic acid is added, the product is filtered and washed with water, and 0.7 g (85%) of 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(3-aminomethyl-3-methyl-1-azetidinyl)-3-quinolinecarboxylic acid, melting at 274°-9° C., are obtained.

Workup

  1. temperatureto reflux for 3 hours
  2. customevaporated under vacuum
  3. additionAcetic acid is added
  4. filtrationthe product is filtered
  5. washwashed with water, and 0.7 g (85%) of 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(3-aminomethyl-3-methyl-1-azetidinyl)-3-quinolinecarboxylic acid, melting at 274°-9° C.
  6. customare obtained

Sources & evidence

ORD record
ord-86ae5f1df2b24458914d117770c09842
Source dataset
uspto-grants-1990_05
Patent number
US04927926

Reaction notes

Loading…