Hydrochloric Acid → HCID 178437177, compound

HRID 551394Notes

Reaction equation

HRID 551394 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-9f1c83607e794118be22a445c2bf79ea
Source dataset
uspto-grants-2011_05
Patent number
US07947713B2

Reaction notes

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