Reaction #674333

ord-74e0f034a70b4ffe8cda917fb76a7e99

Reaction equation

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
FC(F)(F)[C@@H]1CCCN1
(S)-2-(trifluoromethyl)pyrrolidine
→
NS(=O)(=O)Cc1cccc(Nc2ncnc(N3CCC[C@H]3C(F)(F)F)n2)c1
(S)-3-[(4-(2-(Trifluoromethyl)pyrrolidin-1-yl)-1,3,5-triazin-2-yl)amino]-benzenemethanesulfonamide

Reactants

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
FC(F)(F)[C@@H]1CCCN1
(S)-2-(trifluoromethyl)pyrrolidine

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherB16 was prepared
  2. 2
    OtherThe title compound (B16) was purified by reverse phase RP-HPLC (column: C18)

Procedure

B16 was prepared following the general procedure reported for B10 using A1 and (S)-2-(trifluoromethyl)pyrrolidine. The title compound (B16) was purified by reverse phase RP-HPLC (column: C18), using H2O (0.1% TFA) and MeOH (0.1% TFA) as eluents. Yield: 58.7 mg (15%), colorless amorphous solid. MS (ES) C15H17F3N6O2S requires: 402. found: 403 (M+H)+.

Source

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