HCID 178506251, compound → HCID 178457431, compound

HRID 1285564Notes

Reaction equation

HRID 1285564 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 atmospheric pressure and the residue is triturated with nitromethane 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 atmospheric pressure
  3. customthe residue is triturated with nitromethane
  4. customto yield a solid
  5. filtrationAfter filtration and recrystallization from acetonitrile, 0.6 g

Sources & evidence

ORD record
ord-587f49d67733431d932887c1cb00624e
Source dataset
uspto-grants-1986_01
Patent number
US04567276

Reaction notes

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