Reaction #674325

ord-f379f6e7cd824fd297cc9dee8346742e

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
CC(C)(C)OC(=O)NCC1CCCCN1
rac-tert-butyl (piperidin-2-yl)methylcarbamate
→
CC(C)(C)OC(=O)NCC1CCCCN1c1ncnc(Nc2cccc(CS(N)(=O)=O)c2)n1
B7
CC(C)(C)OC(=O)NCC1CCCCN1c1ncnc(Nc2cccc(CS(N)(=O)=O)c2)n1
rac-tert-Butyl[(1-(4-((3-(Sulfamoylmethyl)phenyl)amino)-1,3,5-triazin-2-yl)piperidine-2-yl)methyl]carbamate

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
CC(C)(C)OC(=O)NCC1CCCCN1
rac-tert-butyl (piperidin-2-yl)methylcarbamate

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Otherobtained as a white crystalline solid

Procedure

B7 was prepared following the procedure reported for B4 using A1 and rac-tert-butyl (piperidin-2-yl)methylcarbamate and obtained as a white crystalline solid; yield: 280 mg (65%). MS (ES) C21H31N7O4S requires: 477. found: 478 (M+H)+.

Source

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