Isopropanol → HCID 23325345, compound

HRID 1380528Notes

Reaction equation

HRID 1380528 reaction equation
[N:1]1([C:7]2[N:21]=[C:10]3[N:11]=[CH:12][CH:13]=[C:14]([C:15]4[CH:20]=[CH:19][N:18]=[CH:17][CH:16]=4)[N:9]3[N:8]=2)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[O:22]1[CH2:32][CH:23]1[CH2:24][O:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.CC(O)C.[Si]([O-])([O-])([O-])[O-].[Mg+2].[Mg+2]>ClCCl>[O:25]([CH2:24][CH:23]([OH:22])[CH2:32][N:4]1[CH2:3][CH2:2][N:1]([C:7]2[N:21]=[C:10]3[N:11]=[CH:12][CH:13]=[C:14]([C:15]4[CH:20]=[CH:19][N:18]=[CH:17][CH:16]=4)[N:9]3[N:8]=2)[CH2:6][CH2:5]1)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

Participants

6

Reactant 4

HCID 3776IsopropanolHCID 31217Phenyl glycidyl etherHCID 66225Magnesium orthosilicateHCID 13686022HCID 13686022, compound

Product 1

HCID 23325345HCID 23325345, compoundYield 15%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 2.6 g (0.0093 moles) of 2-(1-piperazinyl)-7-(4-pyridyl)[1,2,4]triazolo[1,5-a]pyrimidine (prepared as described in Example 47), 1.4 g (0.0093 moles) of 2,3-epoxypropoxybenzene and 25.0 ml of 2-propanol was heated at reflux for 5 hours. The reaction mixture was evaporated in vacuo and gave a solid. The solid was dissolved in dichloromethane and passed through a pad of magnesium silicate. The effluent was evaporated to a solid. The solid was recrystallized from ethanol/ether/hexane, filtered, and washed with ether and gave 600 mg of the product of the Example as yellow crystals, mp 143°-145° C.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 5 hours
  3. customThe reaction mixture was evaporated in vacuo
  4. customgave a solid
  5. customThe effluent was evaporated to a solid
  6. customThe solid was recrystallized from ethanol/ether/hexane
  7. filtrationfiltered
  8. washwashed with ether

Sources & evidence

ORD record
ord-0d7dea13acaa48da86037a0512db8e3c
Source dataset
uspto-grants-1986_04
Patent number
US04582833

Reaction notes

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