Ethyl Acetate → HCID 86589870, compound

HRID 2417460Notes

Reaction equation

HRID 2417460 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+].Br[CH2:25][C:26]([O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[O:27].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]([CH2:25][C:26]([O:28][C:29]([CH3:32])([CH3:31])[CH3:30])=[O:27])[C:10](=[O:19])[CH2:9]2)=[O:7])=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 8857Ethyl AcetateHCID 24758Sodium hydrideHCID 79177tert-Butyl bromoacetateHCID 226325544-(4-Chlorobenzoyl)-1,3,4,5-tetrahydrobenzo[e][1,4]diazepin-2-on

Product 1

HCID 86589870HCID 86589870, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

400 mg (1.3 mmol) of [4-(4-chlorobenzoyl)-1,3,4,5-tetrahydrobenzo[e][1,4]diazepin-2-on was dissolved in 10 ml of DMF. 59 mg (1.4 mmol) of sodium hydride was added to the obtained solution, and they were stirred at room temperature for 30 minutes. 380 mg (2.0 mmol) of t-butyl bromoacetate 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 crude product was obtained. The 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. customThe crude product was purified by the silica gel column chromatography

Sources & evidence

ORD record
ord-72e7ad4b32494c00950d25ec2adfacb3
Source dataset
uspto-grants-2004_11
Patent number
US06825191B2

Reaction notes

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