4-Chloro-2-phenylquinazoline → 4-[3-(2-Methoxyphenoxy)-1-pyrrolidinyl]-2-phenylquinazoline

HRID 1659954Notes

Reaction equation

HRID 1659954 reaction equation
[CH3:1][O:2][C:3]1[CH:14]=[CH:13][CH:12]=[CH:11][C:4]=1[O:5][CH:6]1[CH2:10][CH2:9][NH:8][CH2:7]1.Cl[C:16]1[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[N:19]=[C:18]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[N:17]=1>C(O)(C)C>[CH3:1][O:2][C:3]1[CH:14]=[CH:13][CH:12]=[CH:11][C:4]=1[O:5][CH:6]1[CH2:10][CH2:9][N:8]([C:16]2[C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[N:19]=[C:18]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[N:17]=2)[CH2:7]1

Participants

4

Reactant 2

HCID 809774-Chloro-2-phenylquinazolineHCID 144973553-(2-Methoxyphenoxy)pyrrolidine

Product 1

HCID 127960364-[3-(2-Methoxyphenoxy)-1-pyrrolidinyl]-2-phenylquinazoline

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

To a solution containing 150 ml of isopropanol and 4.8 g (0.025 mole) of 3-o-methoxyphenoxypyrrolidine was added, with stirring, 6.15 g (0.025 mole) of 4-chloro-2-phenylquinazoline. The reaction was exothermic and the mixture refluxed for 15 min. The temperature subsided to room temperature and, after standing at room temperature for 11/2 hr, the resulting reaction mixture was filtered. The crystalline solid was recrystallized with isopropanol. Yield of product was 1.9 g, m.p. 142°-144° C.

Workup

  1. additionwas added
  2. temperaturethe mixture refluxed for 15 min
  3. customsubsided to room temperature
  4. customafter standing at room temperature for 11
  5. custom2 hr
  6. customthe resulting reaction mixture
  7. filtrationwas filtered
  8. customThe crystalline solid was recrystallized with isopropanol

Sources & evidence

ORD record
ord-1afd9a9325fb4804a49344e73644e83a
Source dataset
uspto-grants-1981_12
Patent number
US04306065

Reaction notes

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