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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2370615Generated: November 1, 2026

3-(Pyrrolidin-1-ylmethyl)aniline → 6-(2-chlorophenyl)-2-{[3-(pyrrolidin-1-ylmethyl)phenyl]amino}imidazo[1,2-a]pyrimido[5,4-e]pyrimidin-5(6H)-one

https://huagongshe.com/reaction/2370615

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-(Pyrrolidin-1-ylmethyl)anilineHCID 1096407—
Reactant4-(2-Chloro-phenyl)-8-methanesulfinyl-4H-3,4,7,9,9b-pentaaza-cyclopenta[a]naphthalen-5-oneHCID 68194757—
Product6-(2-chlorophenyl)-2-{[3-(pyrrolidin-1-ylmethyl)phenyl]amino}imidazo[1,2-a]pyrimido[5,4-e]pyrimidin-5(6H)-oneHCID 68194472—

Reaction Steps

A mixture of Example 1E (50.0 mg, 0.139 mmol) and 3-(pyrrolidin-1-ylmethyl)aniline (49.0 mg, 0.278 mmol) was heated in a capped vial at 110° C. for 1 hour. The crude material was purified by HPLC as described in Example 1F to provide the tile compound as a trifluoroacetic acid salt. 1H NMR (400 MHz, CD3OD) δ ppm 1.96-2.10 (m, 2H), 2.14-2.31 (m, 2H), 3.18-3.28 (m, 2H), 3.49-3.65 (m, 2H), 4.44 (s, 2H), 7.07 (d, J=1.83 Hz, 1H), 7.31 (d, J=7.32 Hz, 1H), 7.50-7.63 (m, 4H), 7.66-7.73 (m, 1H), 7.83-8.08 (m, 3H), 8.01 (s, 1H), 9.21 (s, 1H). MS (ESI+) m/z 472.2 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08710065B2
Source datasetuspto-grants-2014_04
ORD IDord-ee933b28bd0a4f5ab060824f7c563ab8
Source noteuspto-grants-2014_04