Hydrogen Bromide → HCID 178515466, compound

HRID 1935730Notes

Reaction equation

HRID 1935730 reaction equation
C[O:2][C:3]1[CH:11]=[C:10]2[C:6]([CH:7]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[CH2:8][CH:9]2[CH2:12][C:13]2[N:14]=[CH:15][NH:16][CH:17]=2)=[CH:5][CH:4]=1.Br.[OH-].[NH4+]>O>[NH:16]1[CH:17]=[C:13]([CH2:12][CH:9]2[C:10]3[C:6](=[CH:5][CH:4]=[C:3]([OH:2])[CH:11]=3)[CH:7]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[CH2:8]2)[N:14]=[CH:15]1

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 14923Ammonium HydroxideHCID 178487126HCID 178487126, compound

Product 1

HCID 178515466HCID 178515466, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 4-(6-methoxy-3-phenylindan-1-ylmethyl)-1H-imidazole (500 mg) and 48% hydrobromic acid (20 ml) was heated at reflux for 1 hr with stirring. The cooled reaction mixture was poured into water and made basic with ammonium hydroxide solution. The resulting precipitate was filtered and washed with water. The product was purified by flash chromatography (elution with a dichloromethane—methanol gradient).

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 1 hr
  3. customThe cooled reaction mixture
  4. filtrationThe resulting precipitate was filtered
  5. washwashed with water
  6. customThe product was purified by flash chromatography (
  7. washelution with a dichloromethane—methanol gradient)

Sources & evidence

ORD record
ord-641e5e86f6fc4f7aad804514031d4c38
Source dataset
uspto-grants-2002_05
Patent number
US06388090B2

Reaction notes

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