HCID 178506250, compound → HCID 178457432, compound

HRID 1721970Notes

Reaction equation

HRID 1721970 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-2db58162a84149119e79a06f206cdea7
Source dataset
uspto-grants-1989_08
Patent number
US04853383

Reaction notes

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