HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1844003Generated: October 30, 2026
Hydrochloric Acid → 4-(2-hydroxyethyl)-N-(4-methoxybenzyl)nicotinamide
https://huagongshe.com/reaction/1844003
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | 4-Methoxybenzylamine | HCID 75452 | — |
| Reactant | Gentianadine | HCID 442532 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-(2-hydroxyethyl)-N-(4-methoxybenzyl)nicotinamide | HCID 66803630 | 103.4% |
Reaction Steps
(4-Methoxyphenyl) methanamine (6.57 mL, 50.676 mmol) was added to a solution of 3,4-dihydro-1H-pyrano[3,4-c]pyridin-1-one (I-65c: 750 mg, 5.068 mmol) in THF (15 mL) and the resulting reaction mass was refluxed for 48 hours. The reaction was monitored by TLC (10% methanol in CHCl3). The reaction mass was cooled to 0° C., neutralized with 1N HCl and extracted using DCM. The organic layer was dried over anhydrous Na2SO4 and concentrated under reduced pressure to afford 1.5 g of the product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08946260B2 |
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| Source dataset | uspto-grants-2015_02 |
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| ORD ID | ord-efb2f11af46d46a2a4ea1b25c15fcf24 |
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| Source note | uspto-grants-2015_02 |
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