Reaction #674349

ord-f25209bbd42e4587b8df3dfab4421f91

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
COC[C@H]1CCN1.Cl
A6
COC[C@H]1CCN1.Cl
(R)-2-Methoxymethylazetidine Hydrochloride
→
COC[C@H]1CCN1c1ncnc(Nc2cccc(CS(N)(=O)=O)c2)n1
(R)-3-[(4-(2-(Methoxymethyl)azetidin-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
COC[C@H]1CCN1.Cl
A6
COC[C@H]1CCN1.Cl
(R)-2-Methoxymethylazetidine Hydrochloride

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherB35 was prepared
  2. 2
    Otherobtained as white crystals

Procedure

B35 was prepared following the general procedure reported for B4 using A1 and A6 and obtained as white crystals; yield: 85 mg (26%). MS (ES) C15H20N6O3S requires: 364. found: 365 (M+H)+.

Source

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