HCID 178506251, compound → HCID 178457431, compound

HRID 325341Notes

Reaction equation

HRID 325341 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-1e59aa6696b443bfa12662866eb421b5
Source dataset
uspto-grants-1984_04
Patent number
US04440774

Reaction notes

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