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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 713512Generated: October 31, 2026

Acetonitrile → 2-(4-Benzoyl-piperidin-1-yl)-N-(2-methoxy-ethyl)-N-(4-oxo-3,5,7,8-tetrahydro-4H-pyrano[4,3-d]pyrimidin-2-ylmethyl)-acetamide

https://huagongshe.com/reaction/713512

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
Reactant[4-(5-Phenyl[1,3,4]oxadiazol-2-yl)-piperidin-1-yl]-acetic acidHCID 71227151—
Reactant2-[(2-Methoxy-ethylamino)-methyl]-3,5,7,8tetrahydro-pyrano[4,3-d]pyrimidin-4-oneHCID 136627242—
Product2-(4-Benzoyl-piperidin-1-yl)-N-(2-methoxy-ethyl)-N-(4-oxo-3,5,7,8-tetrahydro-4H-pyrano[4,3-d]pyrimidin-2-ylmethyl)-acetamideHCID 136627245—

Reaction Steps

The title compound (16.7 mg, 0.033 mmol) was prepared following the general procedure of Example 1 from [4-(5-phenyl-[1,3,4]oxadiazol-2-yl)-piperidin-1-yl]-acetic acid (75 mg, 0.196 mmol, 1 eq) and 2-[(2-methoxy-ethylamino)-methyl]-3,5,7,8-tetrahydro-pyrano[4,3-d]pyrimidin-4-one (54.0 mg, 0.196 mmol, 1.0 eq). 1H NMR (400 MHz, chloroform-d) δ ppm 7.84-8.11 (m, 2H) 7.36-7.51 (m, 3H) 4.34-4.55 (m, 4H) 3.77-3.96 (m, 2H) 3.59-3.77 (m, 1H) 3.44-3.58 (m, 3H) 3.17-3.34 (m, 4H) 2.95 (dd, J=15.66, 12.13 Hz, 3H) 2.50-2.69 (m, 2H) 2.26-2.46 (m, 2H) 1.94-2.20 (m, 4H) 1.23-1.48 (m, 2H). HR-MS (m/z, MH+): 509.2519, 510.2566, 511.2614. HPLC retention time: 2.68 min (Agilent column 3.0×100 mm 3 um C18 column; flow rate of 1.0 mL/min with gradient from 5% to 95% acetonitrile in 10 min, 0.1% FA).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181266B2
Source datasetuspto-grants-2015_11
ORD IDord-2627dd7cf2dc4e80a6c4d54ee08037b0
Source noteuspto-grants-2015_11