Hydrochloric Acid → HCID 178437177, compound

HRID 887916Notes

Reaction equation

HRID 887916 reaction equation
C([N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH2:6][CH:5]1[C:13]1[NH:14][CH:15]=[C:16]([CH2:18][CH3:19])[N:17]=1)(=O)C.Cl>>[CH2:18]([C:16]1[N:17]=[C:13]([CH:5]2[CH2:6][C:7]3[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=3)[NH:4]2)[NH:14][CH:15]=1)[CH3:19]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 178437175HCID 178437175, compound

Product 1

HCID 178437177HCID 178437177, compoundYield 105.8%

Procedure

1-acetyl-2-(4-ethyl-1H-imidazol-2-yl)-2,3-dihydro-1H-indole (0.0035 mol) and HCl, 6N (50 ml) were combined under nitrogen atmosphere. The reaction mixture was heated immediately and the heating was continued for 3.5 hours. The mixture was allowed to cool to room temperature, then extracted with diethylether (2×75 ml), cooled to 0° C., alkalized (with cooled 3 N NaOH), then extracted with chloroform (3×60 ml). The combined organic layers were dried, filtered and the solvent was evaporated, yielding 0.79 g of 2-(4-ethyl-1H-imidazol-2-yl)-2,3-dihydro-1H-indole (intermediate 15).

Workup

  1. temperatureThe reaction mixture was heated immediately
  2. extractionextracted with diethylether (2×75 ml)
  3. temperaturecooled to 0° C.
  4. temperature(with cooled 3 N NaOH)
  5. extractionextracted with chloroform (3×60 ml)
  6. customThe combined organic layers were dried
  7. filtrationfiltered
  8. customthe solvent was evaporated

Sources & evidence

ORD record
ord-609c7cc8607047ceb21667207207753d
Source dataset
uspto-grants-2012_08
Patent number
US08247432B2

Reaction notes

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