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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1180776Generated: October 26, 2026

Dimethylformamide → [1-({[2-(4-Methyl-1-piperazinyl)-4-pyrimidinyl]oxy}methyl)cyclobutyl]methanol

https://huagongshe.com/reaction/1180776

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantN-MethylpiperidineHCID 12291—
Reactant(1-{[(2-chloro-4-pyrimidinyl)oxy]methyl}cyclobutyl)methyl (1S)-1-(oxo{[(1R)-1-phenylethyl]amino}acetyl)pentylcarbamateHCID 10152540—
Product[1-({[2-(4-Methyl-1-piperazinyl)-4-pyrimidinyl]oxy}methyl)cyclobutyl]methanolHCID 11737900—

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of 0.5 g (2.19 mmol) of (1-{[(2-chloro-4-pyrimidinyl)oxy]methyl}cyclobutyl)methyl (1S)-1-(oxo{[(1R)-1-phenylethyl]amino}acetyl)pentylcarbamate in 5.0 mL of N,N-dimethylformamide was added 0.36 mL (3.28 mmol) of N-methylpiperidine and the contents heated at 90° C. for 3 h. The reaction was concentrated under vacuum and taken directly to the next step. 1H NMR (300 MHz, CDCl3) δ 8.05 (d, J=6 Hz, 1H), 5.97 (d, J=6 Hz, 1H), 4.41 (s, 2H), 3.81 (t, J=5 Hz, 4H), 3.63 (s, 2H), 2.45 (t, J=5 Hz, 4H), 2.35 (s, 3H), 1.97-1.91 (m, 6H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07282512B2
Source datasetuspto-grants-2007_10
ORD IDord-06a427c0de374749a0f17282a9d85d2f
Source noteuspto-grants-2007_10