Ethyl Acetate → HCID 22632515, compound

HRID 2417497Notes

Reaction equation

HRID 2417497 reaction equation
[Cl:1][C:2]1[CH:21]=[CH:20][C:5]([C:6]([N:8]2[CH2:14][C:13]3[CH:15]=[CH:16][CH:17]=[CH:18][C:12]=3[NH:11][C:10](=[O:19])[CH2:9]2)=[O:7])=[CH:4][CH:3]=1.[H-].[Na+].[C:24]([C:26]1[CH:33]=[CH:32][C:29]([CH2:30]Br)=[CH:28][CH:27]=1)#[N:25].C(OCC)(=O)C>CN(C=O)C>[Cl:1][C:2]1[CH:21]=[CH:20][C:5]([C:6]([N:8]2[CH2:14][C:13]3[CH:15]=[CH:16][CH:17]=[CH:18][C:12]=3[N:11]([CH2:30][C:29]3[CH:32]=[CH:33][C:26]([C:24]#[N:25])=[CH:27][CH:28]=3)[C:10](=[O:19])[CH2:9]2)=[O:7])=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 8857Ethyl AcetateHCID 24758Sodium hydrideHCID 869964-(Bromomethyl)benzonitrileHCID 226325544-(4-Chlorobenzoyl)-1,3,4,5-tetrahydrobenzo[e][1,4]diazepin-2-on

Product 1

HCID 22632515HCID 22632515, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

230 mg (0.77 mmol) of 4-(4-chlorobenzoyl)-1,3,4,5-tetrahydrobenzo[e][1,4]diazepin-2-on was dissolved in 5 ml of DMF. 37 mg (0.92 mmol) of sodium hydride was added to the obtained solution, and they were stirred at room temperature for 30 minutes. 196 mg (1.00 mmol) of 4-cyanobenzyl bromide was added to the obtained mixture, and they were stirred at room temperature for 4 hours. After the treatment with ethyl acetate as the extracting solvent by an ordinary method, the obtained crude product was purified by the silica gel column chromatography to obtain the title compound.

Workup

  1. stirringwere stirred at room temperature for 4 hours
  2. customwas purified by the silica gel column chromatography

Sources & evidence

ORD record
ord-d77cc39cf9c7414b8a2b77c8e1d1931f
Source dataset
uspto-grants-2004_11
Patent number
US06825191B2

Reaction notes

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