Reacción #674345

ord-d844761efb344e09a4f007627a3588e0

Ecuación de reacción

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
NS(=O)(=O)CCc1cccc(Nc2ncnc(Cl)n2)c1
A4
NS(=O)(=O)CCc1cccc(Nc2ncnc(Cl)n2)c1
2-[3-((4-Chloro-1,3,5-triazin-2-yl)amino)phenyl]ethanesulfonamide
→
NS(=O)(=O)Cc1cccc(Nc2ncnc(N3CCC[C@@H]3COCc3ccccc3)n2)c1
(R)-3-[(4-(2-(Benzyloxymethyl)pyrrolidin-1-yl)-1,3,5-triazin-2-yl)amino]benzenemethanesulfonamide

Reactantes

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
NS(=O)(=O)CCc1cccc(Nc2ncnc(Cl)n2)c1
A4
NS(=O)(=O)CCc1cccc(Nc2ncnc(Cl)n2)c1
2-[3-((4-Chloro-1,3,5-triazin-2-yl)amino)phenyl]ethanesulfonamide

Reactivos

Ninguno

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroB30 was prepared
  2. 2
    Otroobtained as a white powder

Procedimiento

B30 was prepared following the procedure reported for B4 using A1 and A4 and obtained as a white powder; yield: 270 mg (66%). 1H NMR (300 MHz, d6-DMSO, 300K) δ 1.82-2.08 (m, 4H), 3.42-3.78 (m, 4H), 4.20 (2 s, 2H), 4.24-4.39 (m, 1H), 4.39-4.58 (m, 2H), 6.85 (bs, 2H), 6.93-7.02 (m, 1H), 7.18-7.39 (m, 6H), 7.67-7.77 (m, 1H), 7.73 and 7.88 (2bs, 1H), 8.21 (2 s, 1H), 9.67 (s, 1H). MS (ES) C22H26N6O3S requires: 454. found: 455 (M+H)+.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US09226929B2uspto-grants-2016_01