Reaction #674346

ord-5623d10c54154f13b44b8c89c7aaefce

Reaction equation

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
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
C1CN[C@@H](CN2CCCC2)C1
(R)-2-((pyrrolidin-1-yl)methyl)pyrrolidine
→
NS(=O)(=O)Cc1cccc(Nc2ncnc(N3CCC[C@@H]3CN3CCCC3)n2)c1
(R)-3-[(4-(2-((Pyrrolidin-1-yl)methyl)pyrrolidin-1-yl)-1,3,5-triazin-2-yl)amino]benzenemethanesulfonamide

Reactants

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
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
C1CN[C@@H](CN2CCCC2)C1
(R)-2-((pyrrolidin-1-yl)methyl)pyrrolidine

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherB31 was prepared
  2. 2
    OtherIt was obtained as a white crystalline solid

Procedure

B31 was prepared following the procedure reported for B4 using A1 and (R)-2-((pyrrolidin-1-yl)methyl)pyrrolidine. It was obtained as a white crystalline solid; yield: 65 mg (17%). MS (ES) C19H27N7O2S requires: 417. found: 418 (M+H)+.

Source

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