Trifluoroacetic acid → HCID 22124516, compound

HRID 1858106Notes

Reaction equation

HRID 1858106 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:33])=[C:24]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][N:28]=3)[CH:25]=2)[NH:20][C:19](=[O:34])[C:18]=1[C:35]1[CH:40]=[C:39]([CH3:41])[CH:38]=[C:37]([CH3:42])[CH:36]=1)=O)(C)(C)C.FC(F)(F)C(O)=O>C1(OC)C=CC=CC=1.C(Cl)Cl>[Cl:33][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:35]3[CH:36]=[C:37]([CH3:42])[CH:38]=[C:39]([CH3:41])[CH:40]=3)[C:19](=[O:34])[NH:20]2)=[CH:25][C:24]=1[C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][N:28]=1

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 54267772HCID 54267772, compound

Product 1

HCID 22124516HCID 22124516, compound

Reagents, catalysts & solvents 2

HCID 7519AnisoleCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of 2-(2-[7-chloro-3-(3,5-dimethylphenyl)-2-oxo-6-pyridin-2-yl-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 2.0 mL of trifluoroacetic acid and the mixture stirred at room temperature. After 1.5 hours, the solvents were removed in vacuo and the resulting residue purified by reverse-phase mplc (C-8, methanol:0.1% aqueous trifluoroacetic acid, 55:45) to give the title compound (112 mg). MASS: 488 (M+H)

Workup

  1. customthe solvents were removed in vacuo
  2. customthe resulting residue purified by reverse-phase mplc (C-8, methanol:0.1% aqueous trifluoroacetic acid, 55:45)

Sources & evidence

ORD record
ord-a2cf167b38fd4b2bae81bcf5c37af16c
Source dataset
uspto-grants-2000_11
Patent number
US06150352

Reaction notes

Loading…