Isopropyl iodide → HCID 13365557, compound

HRID 637294

Reaction equation

HRID 637294 reaction equation
[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:21])=[C:11]([N:15]4[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]4)[C:12]=3[F:14])[C:7](=[O:22])[C:6]([C:23]([OH:25])=[O:24])=[CH:5]2)[CH2:3][CH2:2]1.[CH:26]([I:29])([CH3:28])[CH3:27].C(N(CC)CC)C>CN(C)C=O>[IH:29].[CH:1]1([N:4]2[C:13]3[C:8](=[CH:9][C:10]([F:21])=[C:11]([N:15]4[CH2:16][CH2:17][N:18]([CH:26]([CH3:28])[CH3:27])[CH2:19][CH2:20]4)[C:12]=3[F:14])[C:7](=[O:22])[C:6]([C:23]([OH:25])=[O:24])=[CH:5]2)[CH2:2][CH2:3]1

Participants

5

Reactant 3

HCID 6362Isopropyl iodideHCID 8471TriethylamineHCID 1228488-Fluorociprofloxacin

Product 1

HCID 13365557HCID 13365557, compoundYield 44.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 3.5 g (0.01 mol) of 1-cyclopropyl-6,8-difluoro- 7-(piperazin-1-yl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid, 3.4 g (0.02 mol) of isopropyl iodide and 2.1 (0.02 mol) of triethylamine in 50 ml of dimethylformamide is heated to 80° C. in the course of 6 hours. After the solvent has been evaporated off, the residue is stirred with 30 ml of water and is then filtered off under suction, washed with water and recrystallised from methanol. 2.3 g of 1-cyclopropyl-6,8-difluoro-7-(4-isopropylpiperazin-1-yl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid hydriodide having a decomposition temperature of 306°-308° C. are obtained.

Workup

  1. customAfter the solvent has been evaporated off
  2. filtrationis then filtered off under suction
  3. washwashed with water
  4. customrecrystallised from methanol

Sources & evidence

ORD record
ord-fbee618d44bd46c1800ec70fddfb1999
Source dataset
uspto-grants-1985_12
Patent number
US04556658

Linked notes

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