HCID 178506251, compound → HCID 178457431, compound

HRID 2163548Notes

Reaction equation

HRID 2163548 reaction equation
[O:1]1[CH2:20][CH:2]1[CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[NH:12][CH:13]=[C:14]([C:16]([F:19])([F:18])[F:17])[N:15]=2)=[CH:7][CH:6]=1>C(N)(C)C>[CH:14]([NH:15][CH2:20][CH:2]([OH:1])[CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[NH:12][CH:13]=[C:14]([C:16]([F:19])([F:18])[F:17])[N:15]=2)=[CH:7][CH:6]=1)([CH3:16])[CH3:13]

Participants

3

Reactant 1

HCID 178506251HCID 178506251, compound

Product 1

HCID 178457431HCID 178457431, compound

Reagents, catalysts & solvents 1

HCID 6363IsopropylamineSolvent

Procedure

A solution of 2[4-(2.3-epoxypropoxy)phenyl]-4-trifluoromethylimidazole (1 g) in isopropylamine (10 ml.) is heated 7 hours at reflux and then allowed to stand 16 hours at room temperature. The excess isopropylamine is removed by distillation at atmosphereic pressure and the residue is triturated with nitrometane to yield a solid. After filtration and recrystallization from acetonitrile, 0.6 g. of 2-[4-(3-isopropylamino-2-hydroxypropoxy)phenyl]-4-trifluoromethylimidazole is obtained, m.p. 173°-173.5° C.

Workup

  1. temperatureat reflux
  2. customThe excess isopropylamine is removed by distillation at atmosphereic pressure
  3. customthe residue is triturated with nitrometane
  4. customto yield a solid
  5. filtrationAfter filtration and recrystallization from acetonitrile, 0.6 g

Sources & evidence

ORD record
ord-c8948b938e754b1d9a787de1fe681696
Source dataset
uspto-grants-1979_01
Patent number
US04134983

Reaction notes

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