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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 59998Generated: October 29, 2026

(S)-2-(Azetidin-1-yl)-1-(4-chloro-3-(trifluoromethyl)phenyl)ethan-1-amine dihydrochloride → 4-[(S)-2-Azetidin-1-yl-1-(4-chloro-3-trifluoromethyl-phenyl)-ethylamino]-pyrido[3,2-d]pyrimidine-8-carboxamide

https://huagongshe.com/reaction/59998

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(S)-2-(Azetidin-1-yl)-1-(4-chloro-3-(trifluoromethyl)phenyl)ethan-1-amine dihydrochlorideHCID 90190614—
Reactant4-oxo-1H-pyrido[3,2-d]pyrimidine-8-carboxamideHCID 178513684—
Product4-[(S)-2-Azetidin-1-yl-1-(4-chloro-3-trifluoromethyl-phenyl)-ethylamino]-pyrido[3,2-d]pyrimidine-8-carboxamideHCID 76073138—

Reaction Steps

Compound 41 was prepared following general synthesis scheme 8 wherein 4-hydroxy-pyrido[3,2-d]pyrimidine-8-carboxylamide (G) was reacted with (S)-2-(azetidin-1-yl)-1-(4-chloro-3-(trifluoromethyl)phenyl)ethanamine dihydrochloride to give the title compound as a off-white solid. LC/MS [451 (M+H)]; 1H NMR (400 MHz, DMSO-d6) δ 9.93 (s, 1H), 9.20 (s, 1H), 9.01 (d, 1H), 8.56 (d, 1H), 8.39 (dd, 1H), 8.20 (d, 1H), 8.05 (s, 1H), 7.80 (d, 1H), 7.68 (d, 1H), 5.38 (t, 1H), 3.11 (ddd, 5H), 2.84 (dd, 1H), 1.93 (p, 2H). IC50 p70S6K: 1.6 nM, Akt: 11 nM

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09440968B2
Source datasetuspto-grants-2016_09
ORD IDord-cacc33615fac4de4915dc3a2a5125166
Source noteuspto-grants-2016_09