Ethyl Acetate → HCID 22632515, compound

HRID 2417504Notes

Reaction equation

HRID 2417504 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

200 mg (0.67 mmol) of 4-(4-chlorobenzoyl)-1,3,4,5-tetrahydrobenzo[e][1,4]diazepin-2-on was dissolved in 10 ml of DMF. 30 mg (0.75 mmol) of sodium hydride was added to the obtained solution, and they were stirred at room temperature for 30 minutes. 147 mg (0.75 mmol) of 4-cyanobenzyl bromide was added to the obtained mixture, and they were stirred at room temperature overnight. 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 overnight
  2. customwas purified by the silica gel column chromatography

Sources & evidence

ORD record
ord-e8a0dc622b3e43faa450b35b40cb6808
Source dataset
uspto-grants-2004_11
Patent number
US06825191B2

Reaction notes

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