Hydrogen Bromide → HCID 178515464, compound

HRID 1935738Notes

Reaction equation

HRID 1935738 reaction equation
C[O:2][C:3]1[CH:11]=[C:10]2[C:6]([CH2:7][CH:8]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[CH:9]2[CH2:12][C:13]2[N:14]=[CH:15][NH:16][CH:17]=2)=[CH:5][CH:4]=1.Br>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)[CH2:7][CH:8]2[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[N:14]=[CH:15]1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 178487124HCID 178487124, compound

Product 1

HCID 178515464HCID 178515464, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
135 °C

Procedure

A mixture of 4-[(2,3-dihydro-6-methoxy-2-phenyl-1H-inden-1-yl)methyl]-1H-imidazole (370 mg as base) and 48 wt. % hydrobromic acid (15 ml) was heated at 130-140° C. for 2 hours with stirring. The cooled reaction mixture was poured into water and made basic (pH 8). The resulting precipitate was filtered and washed with water. The product was purified by flash chromatography (elution with a dichloromethane—methanol gradient).

Workup

  1. customThe cooled reaction mixture
  2. filtrationThe resulting precipitate was filtered
  3. washwashed with water
  4. customThe product was purified by flash chromatography (
  5. washelution with a dichloromethane—methanol gradient)

Sources & evidence

ORD record
ord-085fc8ee5c2b43cd9d5c316e84cb9c2f
Source dataset
uspto-grants-2002_05
Patent number
US06388090B2

Reaction notes

Loading…