Sodium Iodide → HCID 21701385, compound

HRID 1596348Notes

Reaction equation

HRID 1596348 reaction equation
C(O[CH:5]1[N:11]=[C:10]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[F:18])[C:9]2[CH:19]=[CH:20][CH:21]=[C:22]([CH:23]([CH3:25])[CH3:24])[C:8]=2[NH:7][C:6]1=[O:26])(=O)C.[I-].[Na+].[K].[C:30]1(=[O:40])[NH:34][C:33](=[O:35])[C:32]2=[CH:36][CH:37]=[CH:38][CH:39]=[C:31]12>CN(C)C=O>[C:30]1(=[O:40])[N:34]([CH:5]2[N:11]=[C:10]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=3[F:18])[C:9]3[CH:19]=[CH:20][CH:21]=[C:22]([CH:23]([CH3:25])[CH3:24])[C:8]=3[NH:7][C:6]2=[O:26])[C:33](=[O:35])[C:32]2=[CH:36][CH:37]=[CH:38][CH:39]=[C:31]12

Participants

5

Reactant 3

HCID 5238Sodium IodideHCID 21701287HCID 21701287, compoundHCID 24194345Phthalimide potassium salt

Product 1

HCID 21701385HCID 21701385, compoundYield 90.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of (3RS)-3-acetoxy-5-(2-fluorophenyl)-9-isopropyl-2,3-dihydro-1H-1,4-benzodiazepin-2-one (2.73 g), sodium iodide (11.5 g) and phthalimide potassium salt (2.14 g) in N,N-dimethylformamide (18 ml) was stirred at 90° C. for 1.3 hours. The hot reaction mixture was poured into an ice with stirring to afford precipitates, which were collected by filtration, washed with water and air dried at room temperature to afford (3RS)-3-phthalimido-5-(2-fluorophenyl)-9-isopropyl-2,3-dihydro-1H-1,4-benzodiazepin-2-one (3.08 g, 90.6%) as a crystalline powder.

Workup

  1. stirringwith stirring
  2. customto afford
  3. customprecipitates
  4. filtrationwhich were collected by filtration
  5. washwashed with water and air
  6. customdried at room temperature

Sources & evidence

ORD record
ord-3be633da7a5d4443b066655f1e3a2c41
Source dataset
uspto-grants-2001_09
Patent number
US06291452B1

Reaction notes

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