Réaction #674334

ord-657b3cd4774b459783d76b56bd203389

Équation de réaction

NS(=O)(=O)Cc1cccc(Nc2ncnc(N3CCCCC3)n2)c1
B1
NS(=O)(=O)Cc1cccc(Nc2ncnc(N3CCCCC3)n2)c1
3-[(4-(Piperidin-1-yl)-1,3,5-triazin-2-yl)amino]benzenemethane sulfonamide
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]1CCCN1
(R)-2-(methoxymethyl)pyrrolidine
→
COC[C@H]1CCCN1c1ncnc(Nc2cccc(CS(N)(=O)=O)c2)n1
(R)-3-[(4-(2-(Methoxymethyl)pyrrolidin-1-yl)-1,3,5-triazin-2-yl)amino]benzenemethanesulfonamide

Réactifs

NS(=O)(=O)Cc1cccc(Nc2ncnc(N3CCCCC3)n2)c1
B1
NS(=O)(=O)Cc1cccc(Nc2ncnc(N3CCCCC3)n2)c1
3-[(4-(Piperidin-1-yl)-1,3,5-triazin-2-yl)amino]benzenemethane sulfonamide
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]1CCCN1
(R)-2-(methoxymethyl)pyrrolidine

Réactifs

Aucun

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutreB17 was prepared

Mode opératoire

B17 was prepared following the procedure reported for B1 using A1 and (R)-2-(methoxymethyl)pyrrolidine. 1H NMR (400 MHz, DMSO, 300K) δ 1.85-2.01 (m, 4H), 3.25 (s, 3H), 3.31-3.63 (m, 4H), 4.18-4.29 (m, 3H), 6.81 (s, 2H), 6.98 (t, J=8.4 Hz, 1H), 7.25 (dt, J=4.7 Hz, J=7.8 Hz, 1H), 7.65-7.87 (m, 2H), 8.20 (s, 1H), 9.63 (s, 1H). MS (ES) C16H22N6O3S requires: 378. found: 379 (M+H)+.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US09226929B2uspto-grants-2016_01