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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1896087Generated: October 31, 2026

Hydrochloric Acid → N5-(2-isopropoxy-5-methyl-4-(piperidin-4-yl)phenyl)-N7-(2-(isopropylsulfonyl)phenyl)pyrazolo[1,5-a]pyrimidine-5,7-diamine

https://huagongshe.com/reaction/1896087

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant2-Isopropoxy-5-methyl-4-(piperidin-4-yl)anilineHCID 58290895—
Reactant5-chloro-N-(2-(isopropylsulfonyl)phenyl)pyrazolo[1,5-a]pyrimidin-7-amineHCID 58375389—
SolventIsopropanolHCID 3776—
Solvent1,4-DioxaneHCID 31275—
ProductN5-(2-isopropoxy-5-methyl-4-(piperidin-4-yl)phenyl)-N7-(2-(isopropylsulfonyl)phenyl)pyrazolo[1,5-a]pyrimidine-5,7-diamineHCID 58375416—

Reaction Conditions

Temperature150 °C

Reaction Steps

To a solution of 5-chloro-N-(2-(isopropylsulfonyl)phenyl)pyrazolo[1,5-a]pyrimidin-7-amine (0.1 mmol) and 2-isopropoxy-5-methyl-4-(piperidin-4-yl)aniline (0.1 mmol) in 2 mL of isopropanol, was added 25 uL of HCl in dioxane (2 N). The suspension was stirred at 150° C. for 3 hours. After work-up and prep-HPLC, product was obtained. 1H NMR (CDCl3, 400 MHz) δ 7.88-7.95 (m, 3H), 7.73-7.75 (d, 1H), 7.61-7.64 (m, 1H), 7.23-7.26 (m, 1H), 6.88 (s, 1H), 6.75 (s, 1H), 6.17-6.18 (d, 1H), 6.09 (s, 1H), 4.46-4.54 (m. 1H), 3.30-3.34 (m, 2H), 3.12-3.21 (m, 1H), 2.79-2.83 (m, 3H), 2.27 (s, 3H), 1.77-1.79 (m, 4H), 1.15-1.28 (m, 12H); MS (ES+): 563.28 (M+1)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08518931B2
Source datasetuspto-grants-2013_08
ORD IDord-ecb99b3c3798488d997bd1edc40f512f
Source noteuspto-grants-2013_08