Reaction #674344

ord-3215974729bb40739efc53d8843c552f

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
c1ccc(NC[C@H]2CCCN2)cc1
(R)-2-(phenylamino-methyl)pyrrolidine
→
NS(=O)(=O)Cc1cccc(Nc2ncnc(N3CCC[C@@H]3CNc3ccccc3)n2)c1
(R)-3-[(4-(2-(Phenylamino-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
c1ccc(NC[C@H]2CCCN2)cc1
(R)-2-(phenylamino-methyl)pyrrolidine

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherB29 was prepared
  2. 2
    OtherIt was obtained as a white crystalline solid

Procedure

B29 was prepared following the procedure reported for B4 using A1 and (R)-2-(phenylamino-methyl)pyrrolidine. It was obtained as a white crystalline solid; yield: 245 mg (62%). MS (ES) C21H25N7O2S requires: 439. found: 440 (M+H)+.

Source

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