Hydrochloric Acid → 9-Carboisopropoxy-2-(2-fluorophenyl)-7,8,9,10-tetrahydro-imidazo[1,2-c]-quinazolin-5(6H)-one

HRID 849637Notes

Reaction equation

HRID 849637 reaction equation
Cl.[C:2]([CH:7]1[CH2:16][CH2:15][C:14]2[NH:13][C:12](=[O:17])[N:11]3[CH:18]=[C:19]([C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=4[F:27])[N:20]=[C:10]3[C:9]=2[CH2:8]1)([O:4][CH2:5][CH3:6])=[O:3].[CH3:28]C(O)C>>[C:2]([CH:7]1[CH2:16][CH2:15][C:14]2[NH:13][C:12](=[O:17])[N:11]3[CH:18]=[C:19]([C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=4[F:27])[N:20]=[C:10]3[C:9]=2[CH2:8]1)([O:4][CH:5]([CH3:28])[CH3:6])=[O:3]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 3776IsopropanolHCID 99285709-Carboethoxy-2-(2-fluorophenyl)-7,8,9,10-tetrahydro-imidazo[1,2-c]-quinazolin-5(6H)-one

Product 1

HCID 154342799-Carboisopropoxy-2-(2-fluorophenyl)-7,8,9,10-tetrahydro-imidazo[1,2-c]-quinazolin-5(6H)-one

Conditions

Temperature
150 °C

Procedure

To 10 mL of 2-propanol saturated with HCl gas was added 9-Carboethoxy-2-(2-fluorophenyl)-7,8,9,10-tetrahydro-imidazo[1,2-c]-quinazolin-5(6H)-one (100 mg) and the mixture was heated in a sealed tube at 150° C. for 1 h. The reaction was cooled and the solvent was evaporated in vacuo. To the reaction mixture was added 10 mL of H2O and the mixture was then brought to pH 7 with ammonium hydroxide. The solid was collected and dried to yield 9-Carboisopropoxy-2-(2-fluorophenyl)-7,8,9,10-tetrahydro-imidazo[1,2-c]-quinazolin-5(6H)-one (Compound 14), m.p. 282-285° C.

Workup

  1. temperatureThe reaction was cooled
  2. customthe solvent was evaporated in vacuo
  3. additionTo the reaction mixture was added 10 mL of H2O
  4. customThe solid was collected
  5. customdried

Sources & evidence

ORD record
ord-0567ac2517874213be7e01d097c93756
Source dataset
uspto-grants-2000_01
Patent number
US06013799

Reaction notes

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