HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 45081Generated: October 25, 2026
Sodium ethoxide → 7-Benzyl-8-methyl-3,5,6,8-tetrahydropyrido[3,4-d]pyrimidin-4-one
https://huagongshe.com/reaction/45081
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Reactant | Methanimidamide, hydrochloride (1:1) | HCID 10313058 | — |
| Reactant | Methyl 1-benzyl-2-methyl-3-oxopiperidine-4-carboxylate | HCID 67423405 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 7-Benzyl-8-methyl-3,5,6,8-tetrahydropyrido[3,4-d]pyrimidin-4-one | HCID 136158784 | — |
Reaction Steps
A mixture of 1-benzyl-2-methyl-3-oxo-piperidine-4-carboxylic acid methyl ester (1.0 g, 3.9 mmol), formamidine hydrochloride (930 mg, 11.6 mmol), and EtOH (6 mL) is treated with NaOEt solution (5.5 mL, 13.57 mmol, 21% w/w in EtOH) and the reaction is stirred at 90° C. for 2 h. Reaction is concentrated in vacuo after adjusting to pH 6. Residue is via semi-prep HPLC (C18; 10-100% I/H2O with 0.1% NH4OH) to give the title compound. MS (ESI) m/z 256.0 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08541432B2 |
|---|
| Source dataset | uspto-grants-2013_09 |
|---|
| ORD ID | ord-fb4be5184a514e069f2c5ab7e30c45b6 |
|---|
| Source note | uspto-grants-2013_09 |
|---|