Isopropanol → HCID 19902186, compound

HRID 2372721Notes

Reaction equation

HRID 2372721 reaction equation
[Na].[CH:2]1([C:5]2[O:9][N:8]=[C:7]([C:10]3[N:11]=[CH:12][N:13]4[C:22]5[CH:21]=[CH:20][CH:19]=[C:18](F)[C:17]=5[C:16]5=[N:24][CH2:25][CH2:26][N:15]5[C:14]=34)[N:6]=2)[CH2:4][CH2:3]1.[CH:27]([OH:30])([CH3:29])[CH3:28]>>[CH:2]1([C:5]2[O:9][N:8]=[C:7]([C:10]3[N:11]=[CH:12][N:13]4[C:22]5[CH:21]=[CH:20][CH:19]=[C:18]([O:30][CH:27]([CH3:29])[CH3:28])[C:17]=5[C:16]5=[N:24][CH2:25][CH2:26][N:15]5[C:14]=34)[N:6]=2)[CH2:4][CH2:3]1

Participants

4

Reactant 3

HCID 3776IsopropanolHCID 5360545SodiumHCID 10472178HCID 10472178, compound

Product 1

HCID 19902186HCID 19902186, compound

Procedure

Sodium (30 mg, 1.3 mmol) was dissolved in 20 ml of dry isopropyl alcohol. 5-(5-Cyclopropyl-1,2,4-oxadiazol-3-yl)-12-fluoro-2,3-dihydrodiimidazo[1,5-a:1',2'-c]quinazoline (0.2 g, 0.6 mmol) was added and the mixture was heated at reflux for 10 min. Then the solvent was evaporated in vacuo and the residue was triturated with 25 ml of water. The insoluble material was filtered off and dried to give the title compound as pale crystals, m.p. 211°-214° C. Yield 0.17 g (75%). (Compound 43).

Workup

  1. temperaturethe mixture was heated
  2. temperatureat reflux for 10 min
  3. customThen the solvent was evaporated in vacuo
  4. customthe residue was triturated with 25 ml of water
  5. filtrationThe insoluble material was filtered off
  6. customdried

Sources & evidence

ORD record
ord-58c98bb3c34e44548a0d8933ac3fe76a
Source dataset
uspto-grants-1992_03
Patent number
US05100895

Reaction notes

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