Reaction #674323

ord-db7379088f3d4dcca8d5b74f80ebf560

Reaction equation

NS(=O)(=O)Cc1cccc(Nc2ncnc(N3CCC(F)(F)CC3)n2)c1
B2
NS(=O)(=O)Cc1cccc(Nc2ncnc(N3CCC(F)(F)CC3)n2)c1
3-[(4-(4,4-Difluoropiperidin-1-yl)-1,3,5-triazin-2-yl)amino]-benzenemethanesulfonamide
NS(=O)(=O)Cc1cccc(Nc2ncnc(Cl)n2)c1
A1
NS(=O)(=O)Cc1cccc(Nc2ncnc(Cl)n2)c1
3-[(4-Chloro-1,3,5-triazin-2-yl)amino]benzenemethanesulfonamide
COCC1CCCCN1.Cl
rac-2-methoxymethylpiperidine hydrochloride
→
COCC1CCCCN1c1ncnc(Nc2cccc(CS(N)(=O)=O)c2)n1
B4
COCC1CCCCN1c1ncnc(Nc2cccc(CS(N)(=O)=O)c2)n1
rac-3-[(4-(2-Methoxymethylpiperidin-1-yl)-1,3,5-triazin-2-yl)amino]-benzenemethanesulfonamide

Reactants

NS(=O)(=O)Cc1cccc(Nc2ncnc(N3CCC(F)(F)CC3)n2)c1
B2
NS(=O)(=O)Cc1cccc(Nc2ncnc(N3CCC(F)(F)CC3)n2)c1
3-[(4-(4,4-Difluoropiperidin-1-yl)-1,3,5-triazin-2-yl)amino]-benzenemethanesulfonamide
NS(=O)(=O)Cc1cccc(Nc2ncnc(Cl)n2)c1
A1
NS(=O)(=O)Cc1cccc(Nc2ncnc(Cl)n2)c1
3-[(4-Chloro-1,3,5-triazin-2-yl)amino]benzenemethanesulfonamide
COCC1CCCCN1.Cl
rac-2-methoxymethylpiperidine hydrochloride

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherThe title compound was purified by thick-layer chromatography (silica gel, chloroform/MeOH 19:1)
  2. 2
    Otherobtained as a white crystalline solid

Procedure

B4 was prepared following the procedure reported for B2 using A1 and rac-2-methoxymethylpiperidine hydrochloride. The title compound was purified by thick-layer chromatography (silica gel, chloroform/MeOH 19:1) and obtained as a white crystalline solid; yield: 235 mg (67%). MS (ES) C17H24N6O3S requires: 392. found: 393 (M+H)+.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09226929B2uspto-grants-2016_01