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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2046970Generated: November 1, 2026

p-Toluenesulfonic acid → HCID 25160548, compound

https://huagongshe.com/reaction/2046970

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantN-(2-(isopropylsulfonyl)phenyl)-6-(methylsulfonyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amineHCID 58290851—
Reactant2-Isopropoxy-5-methyl-4-(piperidin-4-yl)anilineHCID 58290895—
SolventIsopropanolHCID 3776—
ProductHCID 25160548HCID 25160548—

Reaction Conditions

Temperature150 °C

Reaction Steps

To a suspension of N-(2-(isopropylsulfonyl)phenyl)-6-(methylsulfonyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine (0.5 mmol) in 1 mL of isopropanol, was added 2-isopropoxy-5-methyl-4-(piperidin-4-yl)aniline (0.5 mmol) and 4-methylbenzenesulfonic acid (0.5 mmol). The suspension was stirred at 150° C. for 3 hours. After prep-HPLC, the final product was obtained. 1H NMR (CDCl3, 400 MHz) δ 8.74-8.77 (d, 1H), 8.24 (s, 1H), 7.92-7.96 (m, 2H), 7.65-7.70 (m, 1H), 7.27-7.33(m, 1H), 6.85(s, 1H), 4.60-4.67 (m. 1H), 3.71-3.74 (m, 2H), 3.25-3.32 (m, 1H), 2.78-2.97(m, 6H), 2.28-2.33 (m, 5H), 1.95-1.98 (m, 2H), 1.39-1.41(d, 6H), 1.33-1.35 (d, 6H); MS (ES+): 578.28 (M+1)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08592432B2
Source datasetuspto-grants-2013_11
ORD IDord-52dc62911a0a48f28e90aecd165e4000
Source noteuspto-grants-2013_11