HCID 18668816, compound → HCID 18668794, compound

HRID 1058633Notes

Reaction equation

HRID 1058633 reaction equation
F[C:2](F)(F)[C:3]([OH:5])=O.[Cl:8][C:9]1[C:18]2[N:19]=[CH:20][N:21]([CH2:22][CH2:23][CH:24]3[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]3)[C:17]=2[C:16]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[N:10]=1>N1C=CC=CC=1.C(OC(=O)C)(=O)C>[C:3]([N:27]1[CH2:28][CH2:29][CH:24]([CH2:23][CH2:22][N:21]2[C:17]3[C:16]4[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=4[N:10]=[C:9]([Cl:8])[C:18]=3[N:19]=[CH:20]2)[CH2:25][CH2:26]1)(=[O:5])[CH3:2]

Participants

4

Reactant 1

HCID 18668816HCID 18668816, compound

Product 1

HCID 18668794HCID 18668794, compoundYield 90.1%

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 7918Acetic AnhydrideSolvent

Procedure

To a solution of 0.60 g of 4-chloro-1-[2-(4-piperidyl)ethyl]-1H-imidazo-[4,5-c]quinoline trifluoroacetate in 4 ml of pyridine, 2 ml of acetic anhydride was added, and the mixture was stirred at room temperature for 1 hour. After the reaction, the solvent was evaporated. The residue was added with isopropanol and diisopropyl ether, and the precipitated crystals were collected by filtration, and washed with diisopropyl ether to give 0.45 g of colorless crystals. Recrystallization from a mixture of methylene chloride and diisopropyl ether gave colorless crystals having the melting point of from 183 to 186.5° C.

Workup

  1. customAfter the reaction
  2. customthe solvent was evaporated
  3. additionThe residue was added with isopropanol and diisopropyl ether
  4. filtrationthe precipitated crystals were collected by filtration
  5. washwashed with diisopropyl ether

Sources & evidence

ORD record
ord-ee2e82bb2d7b44e1897f33a3145aab8b
Source dataset
uspto-grants-2003_02
Patent number
US06518265B1

Reaction notes

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