HCID 178506250, compound → HCID 178457432, compound

HRID 2163547Notes

Reaction equation

HRID 2163547 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-8b98452a49bd41d3a316d2e34e01e0bf
Source dataset
uspto-grants-1979_01
Patent number
US04134983

Reaction notes

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