Methanol → HCID 59486054, compound

HRID 1972224Notes

Reaction equation

HRID 1972224 reaction equation
CS([O:5][CH2:6][CH2:7][N:8]1[CH2:12][CH:11]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([C:19]([F:22])([F:21])[F:20])[CH:14]=2)[N:10]([C:23]2[CH:28]=[CH:27][C:26]([O:29][C:30]3[CH:35]=[CH:34][C:33]([Cl:36])=[CH:32][CH:31]=3)=[CH:25][CH:24]=2)[C:9]1=[O:37])(=O)=O.[CH3:38]O>>[Cl:36][C:33]1[CH:34]=[CH:35][C:30]([O:29][C:26]2[CH:27]=[CH:28][C:23]([N:10]3[CH:11]([C:13]4[CH:18]=[CH:17][CH:16]=[C:15]([C:19]([F:22])([F:21])[F:20])[CH:14]=4)[CH2:12][N:8]([CH2:7][CH2:6][O:5][CH3:38])[C:9]3=[O:37])=[CH:24][CH:25]=2)=[CH:31][CH:32]=1

Participants

3

Reactant 2

HCID 887MethanolHCID 59485956HCID 59485956, compound

Product 1

HCID 59486054HCID 59486054, compound

Procedure

A solution of 2-(3-(4-(4-chlorophenoxy)phenyl)-2-oxo-4-(3-(trifluoromethyl)phenyl)-imidazolidin-1-yl)ethyl methanesulfonate (10.0 mg, 0.0180 mmol) in MeOH (0.3 mL) is heated at 60° C. overnight. After removal of the solvent the residue is purified by preparatory LC/MS to provide the title compound; 1H NMR (CDCl3, 400 MHz) δ 7.56-7.44 (m, 4H), 7.30 (d, 2H), 7.23 (d, 2H), 6.86 (m, 4H), 5.22 (dd, 1H), 4.07 (t, 1H), 3.57 (m, 3H), 3.49 (m, 1H), 3.36 (dd, 1H), 3.34 (s, 3H); HPLC-MS calculated for C25H22ClF3N2O3 (M+H+) 491.1, found 491.1.

Workup

  1. customAfter removal of the solvent the residue
  2. customis purified by preparatory LC/MS

Sources & evidence

ORD record
ord-515fa002c8514ccc863cb65f00e666ac
Source dataset
uspto-grants-2013_04
Patent number
US08431607B2

Reaction notes

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