Toluene → HCID 178522890, compound

HRID 982704Notes

Reaction equation

HRID 982704 reaction equation
[OH:1][C:2]1[C:7]([C:8]([O:10]CC)=O)=[CH:6][N:5]=[C:4]2[CH:13]=[C:14]([I:16])[S:15][C:3]=12.C1(C)C=CC=CC=1.[Cl:24][C:25]1[CH:32]=[CH:31][C:28]([CH2:29][NH2:30])=[CH:27][CH:26]=1>>[Cl:24][C:25]1[CH:32]=[CH:31][C:28]([CH2:29][NH:30][C:8]([C:7]2[C:2]([OH:1])=[C:3]3[S:15][C:14]([I:16])=[CH:13][C:4]3=[N:5][CH:6]=2)=[O:10])=[CH:27][CH:26]=1

Participants

4

Reactant 3

HCID 1140TolueneHCID 660364-ChlorobenzylamineHCID 178469615HCID 178469615, compound

Product 1

HCID 178522890HCID 178522890, compound

Conditions

Temperature
190 °C

Procedure

A stirring mixture of ethyl 7-hydroxy-2-iodothieno[3,2-b]pyridine-6-carboxylate (1.5 g, 4.29 mmol) in 4-chlorobenzylamine (15 mL) was heated at 190° C. for 1 hour. The resulting dark solution was cooled to ambient temperature and 100 mL toluene added. The resulting solid was collected by filtration and dried at 50° C. for 16 h to afford 0.875 g title compound as a yellow solid.

Workup

  1. temperatureThe resulting dark solution was cooled to ambient temperature
  2. filtrationThe resulting solid was collected by filtration
  3. customdried at 50° C. for 16 h

Sources & evidence

ORD record
ord-ce6686362ec0488c846f9616ff892cf3
Source dataset
uspto-grants-2005_03
Patent number
US06861438B2

Reaction notes

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