Methanol → 5-Methoxy-2-(2-fluorophenyl)-7,8,9,10-tetrahydro-imidazo[1,2-c]-quinazoline

HRID 22014Notes

Reaction equation

HRID 22014 reaction equation
[CH3:1][OH:2].[Na].Cl[C:5]1[N:14]2[CH:15]=[C:16]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[F:24])[N:17]=[C:13]2[C:12]2[CH2:11][CH2:10][CH2:9][CH2:8][C:7]=2[N:6]=1>C(O)(=O)C>[CH3:1][O:2][C:5]1[N:14]2[CH:15]=[C:16]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[F:24])[N:17]=[C:13]2[C:12]2[CH2:11][CH2:10][CH2:9][CH2:8][C:7]=2[N:6]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 5360545Sodium2×HCID 15284102HCID 15284102, compound

Product 1

HCID 193675865-Methoxy-2-(2-fluorophenyl)-7,8,9,10-tetrahydro-imidazo[1,2-c]-quinazoline

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To 10 mL anhydrous methanol was added 100 mg of sodium, and the mixture was stirred to ensure all the sodium had dissolved. Next, 5-Chloro-2-(2-fluorophenyl)-7,8,9,10-tetrahydro-imidazo[1,2-c]-quinazoline (200 mg) was added and the mixture refluxed for 1 h. To this mixture was added 2 mL of acetic acid and the solvent was then removed under reduced pressure. The resulting solid was recrystallized from ethanol and collected to yield 5-Methoxy-2-(2-fluorophenyl)-7,8,9,10-tetrahydro-imidazo[1,2-c]-quinazoline (Compound 37), m.p. 160°-161° C.

Workup

  1. dissolutionhad dissolved
  2. temperaturethe mixture refluxed for 1 h
  3. customthe solvent was then removed under reduced pressure
  4. customThe resulting solid was recrystallized from ethanol
  5. customcollected

Sources & evidence

ORD record
ord-b490b07533c44d58ba9782ca78f02304
Source dataset
uspto-grants-1995_06
Patent number
US05426186

Reaction notes

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