Triethylamine → HCID 10479316, compound

HRID 1651403Notes

Reaction equation

HRID 1651403 reaction equation
[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:16])=[C:11](F)[C:12]=3[F:14])[C:7](=[O:17])[C:6]([C:18]([OH:20])=[O:19])=[CH:5]2)[CH2:3][CH2:2]1.Cl.[CH3:22][C:23]1([CH2:27][NH:28][C:29](=[O:34])[C:30]([F:33])([F:32])[F:31])[CH2:26][NH:25][CH2:24]1.C(N(CC)CC)C>N1C=CC=CC=1>[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:16])=[C:11]([N:25]4[CH2:26][C:23]([CH2:27][NH:28][C:29](=[O:34])[C:30]([F:32])([F:33])[F:31])([CH3:22])[CH2:24]4)[C:12]=3[F:14])[C:7](=[O:17])[C:6]([C:18]([OH:20])=[O:19])=[CH:5]2)[CH2:2][CH2:3]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 5354141-Cyclopropyl-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acidHCID 14852458133891-75-5

Product 1

HCID 10479316HCID 10479316, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of 1 g (3.5 mmoles) of 1-cyclopropyl-6,7,8-trifluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid, 1.32 g (5.7 mmoles) of 3-methyl-3-trifluoroacetamidomethylazetidine hydrochloride and 2.3 g of triethylamine is heated under reflux in 12 ml of pyridine for 3 hours. The mixture is evaporated, water is added, and the product filtered. 1.6 g (100%) of 1-cyclopropyl-6,8-difluoro-7-(3-trifluoroacetamidomethyl-3-methyl-1-azetidinyl)-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid are obtained, melting at 232°-7° C.

Workup

  1. temperatureis heated
  2. customThe mixture is evaporated
  3. additionwater is added
  4. filtrationthe product filtered

Sources & evidence

ORD record
ord-95efdf24d7234fd8953756f925362708
Source dataset
uspto-grants-1990_05
Patent number
US04927926

Reaction notes

Loading…