Pyridine → HCID 3267779, compound

HRID 514724Notes

Reaction equation

HRID 514724 reaction equation
C(Cl)(=O)C(Cl)=O.NC1C=CC(Cl)=CC=1[C:15]([NH:17][C:18]1[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][N:19]=1)=[O:16].N1C=CC=CC=1>ClCCl.CN(C)C=O>[Cl:24][C:21]1[CH:22]=[CH:23][C:18]([NH:17][CH:15]=[O:16])=[N:19][CH:20]=1

Participants

6

Reactant 3

HCID 1049PyridineHCID 65578Oxalyl chlorideHCID 219064182-Amino-5-chloro-N-(5-chloropyridin-2-yl)benzamide

Product 1

HCID 3267779HCID 3267779, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of 4-{2-{[tert-butyl)amino}sulfonyl}phenyl}benzoic acid (167 mg, 0.5 mmol) in dichloromethane (5 ml) was added oxalyl chloride (0.09 ml, 1 mmol) and a few drops of dimethylformamide. The mixture was stirred at r.t. for 2 hrs. After the evaporation of the solvent, the residue was dissolved in dichloromethane (5 ml). The compound of (2-amino-5-chlorophenyl)-N-(5-chloro(2-pyridyl))carboxamide (0.17 g, 0.6 mmol) and pyridine (0.122 ml, 1.5 mmol) were added to the solution. The mixture was stirred at r.t. overnight. The solvent was evaporated to give (2-{[4-(2-{[tert-butyl)amino]sulfonyl}phenyl)phenyl]-carbonylamino}-5-chlorophenyl)-N-(5-chloro(2-pyridyl))carboxamide. MS found for C29H26Cl2N4O4S M+=597, (M+2)+=599.

Workup

  1. customAfter the evaporation of the solvent
  2. dissolutionthe residue was dissolved in dichloromethane (5 ml)
  3. stirringThe mixture was stirred at r.t. overnight
  4. customThe solvent was evaporated

Sources & evidence

ORD record
ord-60edfd6c2a9c4670b4847401953a477e
Source dataset
uspto-grants-2015_08
Patent number
US09108922B2

Reaction notes

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