3-Cyanobenzene-1-sulfonyl chloride → HCID 69209617, compound

HRID 2218422Notes

Reaction equation

HRID 2218422 reaction equation
[Br:1][C:2]1[C:3]([CH3:18])=[C:4]2[NH:10][C:9]([C:11]3[CH:17]=[CH:16][C:14]([NH2:15])=[CH:13][CH:12]=3)=[N:8][C:5]2=[N:6][CH:7]=1.[C:19]([C:21]1[CH:22]=[C:23]([S:27](Cl)(=[O:29])=[O:28])[CH:24]=[CH:25][CH:26]=1)#[N:20]>N1C=CC=CC=1>[Br:1][C:2]1[C:3]([CH3:18])=[C:4]2[NH:10][C:9]([C:11]3[CH:17]=[CH:16][C:14]([NH:15][S:27]([C:23]4[CH:24]=[CH:25][CH:26]=[C:21]([C:19]#[N:20])[CH:22]=4)(=[O:29])=[O:28])=[CH:13][CH:12]=3)=[N:8][C:5]2=[N:6][CH:7]=1

Participants

4

Reactant 2

HCID 28013603-Cyanobenzene-1-sulfonyl chlorideHCID 69211755HCID 69211755, compound

Product 1

HCID 69209617HCID 69209617, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
60 °C

Procedure

4-(6-Bromo-7-methyl-1H-imidazo[4,5-b]pyridin-2-yl)aniline (Example 260) (0.020 g, 0.07 mmol) was dissolved in pyridine and 3-cyanobenzenesulfonyl chloride (0.013 g, 0.07 mmol) was added. The mixture was heated to 60° C. for 3 h. Thereafter the solvent was removed in vacuo and the residue was submitted to HPLC-C18 purification. Yield: 0.006 g (15%) of the title compound as the trifluoroacetate.

Workup

  1. customThereafter the solvent was removed in vacuo
  2. customthe residue was submitted to HPLC-C18 purification

Sources & evidence

ORD record
ord-7aefb37b626240c589af90369aadbe0b
Source dataset
uspto-grants-2008_08
Patent number
US07410966B2

Reaction notes

Loading…