Ammonium Hydroxide → HCID 59485797, compound

HRID 1972230Notes

Reaction equation

HRID 1972230 reaction equation
CS(O[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.[NH4+:38].[OH-]>CC(O)C.O>[NH2:38][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:20])([F:21])[F:22])[CH:14]=2)[N:10]([C:23]2[CH:24]=[CH:25][C:26]([O:29][C:30]3[CH:35]=[CH:34][C:33]([Cl:36])=[CH:32][CH:31]=3)=[CH:27][CH:28]=2)[C:9]1=[O:37]

Participants

5

Reactant 2

HCID 14923Ammonium HydroxideHCID 59485956HCID 59485956, compound

Product 1

HCID 59485797HCID 59485797, compoundYield 96%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3776IsopropanolSolvent

Conditions

Temperature
80 °C

Procedure

2-(3-(4-(4-Chlorophenoxy)phenyl)-2-oxo-4-(3-(trifluoromethyl)phenyl)-imidazolidin-1-yl)ethyl methanesulfonate (85.0 mg, 0.153 mmol) is dissolved in a mixture solvent of iPrOH (0.5 mL) and concentrated ammonia aqueous solution (0.5 mL). The reaction mixture is heated at 80° C. for 2 h, cooled down to room temperature, taken in H2O (10 mL), and extracted with EtOAc (3×5 mL). The combined organic layer is dried over MgSO4 and evaporated in vacuo to provide the crude title compound (69.7 mg, 96% yield) as a colorless oil-like product; HPLC-MS calculated for C24H21ClF3N3O2 (M+H+) 476.1, found 476.1.

Workup

  1. temperaturecooled down to room temperature
  2. extractionextracted with EtOAc (3×5 mL)
  3. dry with materialThe combined organic layer is dried over MgSO4
  4. customevaporated in vacuo

Sources & evidence

ORD record
ord-dfd7611d30394d41ac61c7a9b27f15f0
Source dataset
uspto-grants-2013_04
Patent number
US08431607B2

Reaction notes

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