3-[(4-(Piperidin-1-yl)-1,3,5-triazin-2-yl)amino]benzenemethane sulfonamide → 3-[(4-(6,7-Dihydropyrazolo[1,5-a]pyrimidin-4(5H)-yl)-1,3,5-triazin-2-yl)amino]benzenemethanesulfonamide

HRID 587179Notes

Reaction equation

HRID 587179 reaction equation
[N:1]1([C:7]2[N:12]=[CH:11][N:10]=[C:9]([NH:13][C:14]3[CH:15]=[C:16]([CH2:20][S:21]([NH2:24])(=[O:23])=[O:22])[CH:17]=[CH:18][CH:19]=3)[N:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[N:25]1[N:29]2CCCNC2=C[CH:26]=1>>[N:25]1[N:29]2[CH2:4][CH2:3][CH2:2][N:1]([C:7]3[N:12]=[CH:11][N:10]=[C:9]([NH:13][C:14]4[CH:15]=[C:16]([CH2:20][S:21]([NH2:24])(=[O:23])=[O:22])[CH:17]=[CH:18][CH:19]=4)[N:8]=3)[C:6]2=[CH:5][CH:26]=1

Participants

3

Reactant 2

HCID 601971013-[(4-(Piperidin-1-yl)-1,3,5-triazin-2-yl)amino]benzenemethane sulfonamideHCID 1356276294H,5H,6H,7H-pyrazolo(1,5-a)pyrimidine

Product 1

HCID 601977063-[(4-(6,7-Dihydropyrazolo[1,5-a]pyrimidin-4(5H)-yl)-1,3,5-triazin-2-yl)amino]benzenemethanesulfonamide

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)+.

Workup

  1. customB47 was prepared

Sources & evidence

ORD record
ord-66dc0f2e146b402088980a3886451726
Source dataset
uspto-grants-2016_01
Patent number
US09226929B2

Reaction notes

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