Water → HCID 19067073, compound

HRID 481763Notes

Reaction equation

HRID 481763 reaction equation
I[CH:2]1[C:8](=[O:9])[NH:7][C:6]2[N:10]=[CH:11][CH:12]=[CH:13][C:5]=2[CH2:4][CH2:3]1.[N-:14]=[N+:15]=[N-:16].[Na+].O.ClCCl>CN(C)C=O>[N:14]([CH:2]1[C:8](=[O:9])[NH:7][C:6]2[N:10]=[CH:11][CH:12]=[CH:13][C:5]=2[CH2:4][CH2:3]1)=[N+:15]=[N-:16]

Participants

6

Reactant 4

HCID 962WaterHCID 6344DichloromethaneHCID 33557Sodium AzideHCID 190670745,6,7,9-Tetrahydro-7-iodo-8H-pyrido[2,3-b]azepin-8-one

Product 1

HCID 19067073HCID 19067073, compoundYield 94.9%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
20 °C

Procedure

To 333 mg of the intermediate obtained in Step G in 6 mL of dimethylformamide (DMF) was added 600 mg of sodium azide. The mixture was stirred at 20° C. 20 h before addition of water and extraction with dichloromethane. The extracts were combined and dried over sodium sulfate. Evaporation of the solvent gave 223 mg of the product characterized by its NMR and mass spectra.

Workup

  1. dry with materialdried over sodium sulfate
  2. customEvaporation of the solvent

Sources & evidence

ORD record
ord-9c8fea675a4c426d9124058290234526
Source dataset
uspto-grants-1998_08
Patent number
US05789587

Reaction notes

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