4-Chloro-2-phenylquinazoline → HCID 12796035, compound

HRID 354795Notes

Reaction equation

HRID 354795 reaction equation
[C:1]1([C:7]2[N:16]=[C:15](Cl)[C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH:18][CH2:19][CH:20]1[CH2:25][CH2:24][CH2:23][NH:22][CH2:21]1>C(O)(C)C>[C:1]1([C:7]2[N:16]=[C:15]([N:22]3[CH2:23][CH2:24][CH2:25][CH:20]([CH2:19][OH:18])[CH2:21]3)[C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 809774-Chloro-2-phenylquinazolineHCID 107308Piperidin-3-ylmethanol

Product 1

HCID 12796035HCID 12796035, compoundYield 50.1%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

A mixture containing 12.3 g (0.05 mole) of 2-phenyl-4-chloroquinazoline, 5.75 g (0.05 mole) 3-(hydroxymethyl) piperidine and 200 ml isopropanol was refluxed for 11/2 hrs. The resulting reaction mixture was filtered after standing at room temperature for 11/2 hrs. The white crystalline solid obtained from the filtration was recrystallized with methanol and water to give 8.0 g of the title compound, m.p. 116°-118° C.

Workup

  1. temperaturewas refluxed for 11/2 hrs
  2. customThe resulting reaction mixture
  3. filtrationwas filtered
  4. customafter standing at room temperature for 11
  5. custom2 hrs
  6. customThe white crystalline solid obtained from the filtration
  7. customwas recrystallized with methanol and water

Sources & evidence

ORD record
ord-0f75bb90c17349998f4fd3b5c9636efd
Source dataset
uspto-grants-1983_03
Patent number
US04377582

Reaction notes

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