Acetone → HCID 67176771, compound

HRID 2355299Notes

Reaction equation

HRID 2355299 reaction equation
CC(C)=O.[Cl:5][C:6]1[CH:7]=[C:8]([CH:19]=[CH:20][C:21]=1[CH2:22][O:23][C:24]1[CH:29]=[CH:28][C:27]([C:30](=[O:36])[CH2:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[C:26]([OH:37])[C:25]=1[C:38]([F:41])([F:40])[F:39])[CH2:9][NH:10][C:11]([C:13]1[N:14]=[CH:15][N:16]([CH3:18])[CH:17]=1)=[O:12].Cl.O1CCOCC1>C(OCC)(=O)C>[ClH:5].[Cl:5][C:6]1[CH:7]=[C:8]([CH:19]=[CH:20][C:21]=1[CH2:22][O:23][C:24]1[CH:29]=[CH:28][C:27]([C:30](=[O:36])[CH2:31][C:32]([CH3:34])([CH3:35])[CH3:33])=[C:26]([OH:37])[C:25]=1[C:38]([F:39])([F:40])[F:41])[CH2:9][NH:10][C:11]([C:13]1[N:14]=[CH:15][N:16]([CH3:18])[CH:17]=1)=[O:12]

Participants

6

Reactant 4

HCID 180AcetoneHCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 59153162HCID 59153162, compound

Product 1

HCID 67176771HCID 67176771, compoundYield 153.9%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Add acetone (2 mL) to 1-methyl-1H-imidazole-4-carboxylic acid 3-chloro-4-[4-(3,3-dimethyl-butyryl)-3-hydroxy-2-trifluoromethyl-phenoxymethyl]-benzylamide (140 mg, 260.24 μmol) in ethyl acetate (5 mL) to make a solution. Add 4N hydrogen chloride in dioxane (2 mL, 8.00 mmol) to the solution. A precipitate forms upon addition. Concentrate the mixture and triturate the resulting solid with ethyl acetate. Filter the solid to give the title compound (115 mg). MS (m/z): 538 (M+1, free base).

Workup

  1. additionA precipitate forms upon addition
  2. concentrationConcentrate the mixture
  3. customtriturate the resulting solid with ethyl acetate
  4. filtrationFilter the solid

Sources & evidence

ORD record
ord-639d2cde35c947299d6964f252c49ece
Source dataset
uspto-grants-2010_07
Patent number
US07754742B2

Reaction notes

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