Reaction #674361

ord-66dc0f2e146b402088980a3886451726

Reaction equation

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
c1cc2n(n1)CCCN2
4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine
→
NS(=O)(=O)Cc1cccc(Nc2ncnc(N3CCCn4nccc43)n2)c1
3-[(4-(6,7-Dihydropyrazolo[1,5-a]pyrimidin-4(5H)-yl)-1,3,5-triazin-2-yl)amino]benzenemethanesulfonamide

Reactants

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
c1cc2n(n1)CCCN2
4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherB47 was prepared

Procedure

B47 was prepared following the procedure reported for B1 using Al and 4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine. 1H NMR (400 MHz, d6-DMSO, 300K) δ 2.11-2.22 (m, 2H), 4.10-4.20 (m, 4H), 4.22 (s, 2H), 6.85 (bs, 3H), 7.06 (d, J=8.2 Hz, 1H), 7.30 (d, J=8.3 Hz, 1H), 7.34 (s, 1H), 7.54-7.82 (bm, 2H), 8.47 (s, 1H), 10.00 (bs, 1H). MS (ES) C16H18N8O2S requires: 386. found: 387 (M+H)+.

Source

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