HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → 4-Cyclopropylmethoxy-N-methyl-N-((S)-6-{[(tetrahydropyran-4-ylmethyl)amino]methyl}-1,2,3,4-tetrahydronaphthalen-2-yl)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 4-Aminomethyltetrahydropyran | HCID 2773210 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | 4-cyclopropylmethoxy-N-((S)-6-formyl-1,2,3,4-tetrahydronaphthalen-2-yl)-N-methylbenzamide | HCID 86762747 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 4-Cyclopropylmethoxy-N-methyl-N-((S)-6-{[(tetrahydropyran-4-ylmethyl)amino]methyl}-1,2,3,4-tetrahydronaphthalen-2-yl)benzamide | HCID 46869133 | — |
Reaction Steps
To a mixture of 4-cyclopropylmethoxy-N—((S)-6-formyl-1,2,3,4-tetrahydronaphthalen-2-yl)-N-methylbenzamide (0.20 g), THF (5 ml), C-(tetrahydropyran-4-yl)methylamine (63 mg) and acetic acid (33 mg) was added polymer-bound sodium cyanoborohydride (0.55 mmol), and the suspension was shaken at room temperature for 12 hours. The polymer was filtered off with suction and the filtrate was concentrated. The residue was purified by preparative HPLC. The product was thus obtained with the monoisotopic molecular weight of 462.29 (C28H38N2O3); MS (ESI): 463.3 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08841290B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-1fbbb48526a94d23a85b6de44a3fc1dc |
| Source note | uspto-grants-2014_09 |