Water → HCID 19367598, compound

HRID 849646Notes

Reaction equation

HRID 849646 reaction equation
[F-:1].[K+].C1OCCOCCOCCOCCOCCOC1.Cl[C:22]1[N:31]2[CH:32]=[C:33]([C:35]3[CH:40]=[CH:39][CH:38]=[CH:37][C:36]=3[F:41])[N:34]=[C:30]2[C:29]2[CH2:28][CH2:27][CH2:26][CH2:25][C:24]=2[N:23]=1.O>CN(C=O)C>[F:1][C:22]1[N:31]2[CH:32]=[C:33]([C:35]3[CH:40]=[CH:39][CH:38]=[CH:37][C:36]=3[F:41])[N:34]=[C:30]2[C:29]2[CH2:28][CH2:27][CH2:26][CH2:25][C:24]=2[N:23]=1

Participants

6

Reactant 4

HCID 962WaterHCID 2855718-Crown-6HCID 522689Potassium FluorideHCID 15284102HCID 15284102, compound

Product 1

HCID 19367598HCID 19367598, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 700 mg of potassium fluoride and 200 mg 18-crown-6 in 10 mL of DMF was added 5-Chloro-2-(2-fluorophenyl)-7,8,9,10-tetrahydro-imidazo[1,2-c]-quinazoline (200 mg). This mixture was refluxed for 1.5 h, cooled to room temperature and poured into water. The aqueous solution was extracted with ethyl acetate, the organic layer was separated and dried, and the solvent removed in vacuo to yield 5-Fluoro-2-(2-fluorophenyl)-7,8,9,10-tetrahydro-imidazo[1,2-c]-quinazoline (Compound 41), m.p. 154-155° C.

Workup

  1. temperatureThis mixture was refluxed for 1.5 h
  2. extractionThe aqueous solution was extracted with ethyl acetate
  3. customthe organic layer was separated
  4. customdried
  5. customthe solvent removed in vacuo

Sources & evidence

ORD record
ord-975b8b0b80bc41d280852b9e9ff760a5
Source dataset
uspto-grants-2000_01
Patent number
US06013799

Reaction notes

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