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HCID 178506251, compound → HCID 178457431, compound

HRID 1285564
Notes
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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]
ParticipantsProcedureWorkupSources & evidenceReaction notes

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
  • customthe residue is triturated with nitromethane
  • customto yield a solid
  • filtrationAfter filtration and recrystallization from acetonitrile, 0.6 g
  • Sources & evidence

    ORD record
    ord-587f49d67733431d932887c1cb00624e
    Source dataset
    uspto-grants-1986_01
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US04567276

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes