Trifluoroacetic acid → HCID 22124498, compound

HRID 1858075Notes

Reaction equation

HRID 1858075 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH:9]1[CH2:14][CH2:15][O:16][C:17]1[C:26]2[C:21](=[CH:22][C:23]([Cl:35])=[C:24]([N:27]3[C:31](=[O:32])[CH2:30][N:29]([CH3:33])[C:28]3=[O:34])[CH:25]=2)[NH:20][C:19](=[O:36])[C:18]=1[C:37]1[CH:42]=[C:41]([CH3:43])[CH:40]=[C:39]([CH3:44])[CH:38]=1)=O)(C)(C)C.FC(F)(F)C(O)=O>C1(OC)C=CC=CC=1.C(Cl)Cl>[Cl:35][C:23]1[CH:22]=[C:21]2[C:26]([C:17]([O:16][CH2:15][CH2:14][CH:9]3[CH2:10][CH2:11][CH2:12][CH2:13][NH:8]3)=[C:18]([C:37]3[CH:42]=[C:41]([CH3:43])[CH:40]=[C:39]([CH3:44])[CH:38]=3)[C:19](=[O:36])[NH:20]2)=[CH:25][C:24]=1[N:27]1[C:31](=[O:32])[CH2:30][N:29]([CH3:33])[C:28]1=[O:34]

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 53873218HCID 53873218, compound

Product 1

HCID 22124498HCID 22124498, compound

Reagents, catalysts & solvents 2

HCID 7519AnisoleCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of 2-{2-[7-chloro-3-(3,5-dimethylphenyl)-6-(3-methyl-2,5-dioxoimidazolidin-1-yl)-2-oxo-1,2-dihydroquinolin-4-yloxy]-ethyl}-piperidine-1-carboxylic acid tert-butyl ester in 2.0 dry methylene chloride was added a few drops of anisole followed by 1.0 mL of trifluoroacetic acid and the mixture stirred at room temperature. After 1 hour the solvents were removed in vacuo and the resulting residue purified by flash chromatography on silica gel (methylene chloride:ammonium hydroxide:methanol, 96:1:3) to give the title compound.

Workup

  1. customAfter 1 hour the solvents were removed in vacuo
  2. customthe resulting residue purified by flash chromatography on silica gel (methylene chloride:ammonium hydroxide:methanol, 96:1:3)

Sources & evidence

ORD record
ord-de60296f579e40a7987963cfeb9eccb6
Source dataset
uspto-grants-2000_11
Patent number
US06150352

Reaction notes

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