HCID 178506250, compound → HCID 178457432, compound

HRID 325340Notes

Reaction equation

HRID 325340 reaction equation
[O:1]1[CH2:20][CH:2]1[CH2:3][O:4][C:5]1[CH:6]=[C:7]([C:11]2[NH:12][CH:13]=[C:14]([C:16]([F:19])([F:18])[F:17])[N:15]=2)[CH:8]=[CH:9][CH:10]=1>C(N)(C)C>[CH:14]([NH:15][CH2:20][CH:2]([OH:1])[CH2:3][O:4][C:5]1[CH:6]=[C:7]([C:11]2[NH:12][CH:13]=[C:14]([C:16]([F:19])([F:18])[F:17])[N:15]=2)[CH:8]=[CH:9][CH:10]=1)([CH3:16])[CH3:13]

Participants

3

Reactant 1

HCID 178506250HCID 178506250, compound

Product 1

HCID 178457432HCID 178457432, compound

Reagents, catalysts & solvents 1

HCID 6363IsopropylamineSolvent

Procedure

A solution of 2-[3-(2,3-epoxypropoxy)phenyl]-4-trifluoromethylimidazole (0.9 g.) in isopropylamine (10 ml.) is heated 6 hours at reflux. The excess isopropylamine is removed by distillation at atmospheric pressure over steam. The residue is triturated with nitromethane (5 ml.) and the resulting solid removed by filtration. After recrystallization from nitromethane 0.65 g. of 2-[3-(3-isopropylamino-2-hydroxypropoxy)phenyl]-4-trifluoromethylimidazole is obtained, m.p. 162.5°-163.5° C.

Workup

  1. temperatureat reflux
  2. customThe excess isopropylamine is removed by distillation at atmospheric pressure over steam
  3. customThe residue is triturated with nitromethane (5 ml.)
  4. customthe resulting solid removed by filtration
  5. customAfter recrystallization from nitromethane 0.65 g

Sources & evidence

ORD record
ord-bd7f7c142d654c51abde957ee5458211
Source dataset
uspto-grants-1984_04
Patent number
US04440774

Reaction notes

Loading…