Triethylamine → HCID 22632519, compound

HRID 2417459Notes

Reaction equation

HRID 2417459 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[CH2:11][N:10]([C:12]([O:14]C(C)(C)C)=O)[CH2:9][C:8](=[O:19])[NH:7][C:6]=2[CH:20]=1.C(N(CC)CC)C.[Cl:28][C:29]1[CH:37]=[CH:36][C:32](C(Cl)=O)=[CH:31][CH:30]=1.C(OCC)(=O)C>FC(F)(F)C(O)=O.ClCCl>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[CH2:11][N:10]([C:12](=[O:14])[C:32]3[CH:36]=[CH:37][C:29]([Cl:28])=[CH:30][CH:31]=3)[CH2:9][C:8](=[O:19])[NH:7][C:6]=2[CH:20]=1

Participants

7

Reactant 4

HCID 8471TriethylamineHCID 85014-Chlorobenzoyl chlorideHCID 8857Ethyl AcetateHCID 22632402HCID 22632402, compound

Product 1

HCID 22632519HCID 22632519, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

165 mg (0.56 mmol) of 8-chloro-4-t-butoxycarbonyl-1,3,4,5-tetrahydrobenzo[e][1,4]diazepin-2-on was dissolved in 5 ml of trifluoroacetic acid, and the obtained solution was stirred at room temperature for 2 hours. The solvent was evaporated and the obtained crude product was dissolved in dichloromethane. 0.24 ml (1.68 mmol) of triethylamine and 0.085 ml (0.67 mmol) of 4-chlorobenzoyl chloride were added to the obtained solution, and they were stirred overnight. After the treatment with ethyl acetate as the extracting solvent by an ordinary method, the obtained crude product was washed with hexane/ethyl acetate (1/1) to obtain the title compound.

Workup

  1. customThe solvent was evaporated
  2. customthe obtained crude product
  3. stirringwere stirred overnight
  4. washwas washed with hexane/ethyl acetate (1/1)

Sources & evidence

ORD record
ord-1cc6698c78ef486b810989629a671797
Source dataset
uspto-grants-2004_11
Patent number
US06825191B2

Reaction notes

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