Hydrochloric Acid → HCID 178442233, compound

HRID 216367Notes

Reaction equation

HRID 216367 reaction equation
Cl.[CH3:2][C:3]([CH3:48])([CH3:47])[CH2:4][C:5]1[N:6]=[C:7]([CH2:29][C:30]([C:36]2[CH:41]=[CH:40][C:39]([N:42]3[N:46]=[CH:45][CH:44]=[N:43]3)=[CH:38][CH:37]=2)([OH:35])[C:31]([F:34])([F:33])[F:32])[N:8](C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[CH:9]=1>CO>[CH3:2][C:3]([CH3:48])([CH3:47])[CH2:4][C:5]1[N:6]=[C:7]([CH2:29][C:30]([C:36]2[CH:41]=[CH:40][C:39]([N:42]3[N:46]=[CH:45][CH:44]=[N:43]3)=[CH:38][CH:37]=2)([OH:35])[C:31]([F:32])([F:33])[F:34])[NH:8][CH:9]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68668369HCID 68668369, compound

Product 1

HCID 178442233HCID 178442233, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
70 °C

Procedure

Hydrogen chloride (4 M in 1,4-dioxane) (1 mL, 0.25 mmol) was added to an ambient temperature solution of 3-[4-(2,2-dimethylpropyl)-1-trityl-1H-imidazol-2-yl]-1,1,1-trifluoro-2-[4-(2H-1,2,3-triazol-2-yl)phenyl]propan-2-ol (250 mg, 0.42 mmol) in methanol (1 mL). After stirring at 70° C. for 1 h, volatiles were removed in vacuo. The residue was partitioned between diethyl ether and 1 N hydrochloric acid. The aqueous phase was washed with diethyl ether, basified with 2.5 N aqueous sodium hydroxide and extracted with ethyl acetate. The combined organic extracts were washed with brine, dried (sodium sulfate) and concentrated in vacuo to afford the title compound. (M+H) found 394

Workup

  1. customvolatiles were removed in vacuo
  2. customThe residue was partitioned between diethyl ether and 1 N hydrochloric acid
  3. washThe aqueous phase was washed with diethyl ether
  4. extractionextracted with ethyl acetate
  5. washThe combined organic extracts were washed with brine
  6. dry with materialdried (sodium sulfate)
  7. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-c816ae9f41b64b96bd827d5b8ac777a7
Source dataset
uspto-grants-2012_06
Patent number
US08193228B2

Reaction notes

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