1-(Methylsulfonyl)piperazine → HCID 49838520, compound

HRID 472287Notes

Reaction equation

HRID 472287 reaction equation
Br[C:2]1[C:3]2[N:4]([N:8]=[C:9]([NH:11][C:12]3[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=3)[N:10]=2)[CH:5]=[CH:6][CH:7]=1.[CH3:20][S:21]([N:24]1[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]1)(=[O:23])=[O:22]>>[CH3:20][S:21]([N:24]1[CH2:29][CH2:28][N:27]([C:2]2[C:3]3[N:4]([N:8]=[C:9]([NH:11][C:12]4[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=4)[N:10]=3)[CH:5]=[CH:6][CH:7]=2)[CH2:26][CH2:25]1)(=[O:23])=[O:22]

Participants

3

Reactant 2

HCID 7091611-(Methylsulfonyl)piperazineHCID 67478829(8-Bromo-[1,2,4]triazolo[1,5-a]pyridin-2-yl)-(4-methoxy-phenyl)-amine

Product 1

HCID 49838520HCID 49838520, compound

Procedure

[8-(4-Methanesulfonyl-piperazin-1-yl)-[1,2,4]triazolo[1,5-a]pyridin-2-yl]-(4-methoxy-phenyl)-amine was prepared from (8-bromo-[1,2,4]triazolo[1,5-a]pyridin-2-yl)-(4-methoxy-phenyl)-amine (50.0 mg, 0.157 mmol) and 1-methanesulfonyl-piperazine (29.0 mg, 0.176 mmol) in a manner analogous to example 30. The title compound was isolated as an off-white solid (0.021 g, 33%). MP=240-241° C. 1H NMR (400 MHz, CDCl3, δ, ppm): 8.11 (dd, J=6.5, 1.1 Hz, 1H), 7.51-7.46 (m, 2H), 6.93-6.88 (m, 2H), 6.77 (dd, J=7.7, 6.6 Hz, 1H), 6.73 (s, 1H), 6.71 (dd, J=7.7, 1.0 Hz, 1H), 3.81 (s, 3H), 3.59-3.54 (m, 4H), 3.50-3.45 (m, 4H), 2.83 (s, 3H). MS=403 (MH)+.

Sources & evidence

ORD record
ord-6d6dc1c3f6c240af81d96aed19bbf93c
Source dataset
uspto-grants-2014_01
Patent number
US08633173B2

Reaction notes

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