HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 18387238, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Bromopropylamine hydrobromide | HCID 78701 | — |
| Reactant | HCID 18387329 | HCID 18387329 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 18387238 | HCID 18387238 | 61.2% |
Reaction Steps
A THF (5 ml) solution of 5-(4-methylphenyl)-8-oxo-8H-pyrano[3,4-b]pyridine-6-carboxylic acid (150 mg) was dropwise added to a mixture of 3-bromopropylamine hydrobromide (1.5 g), triethylamine (2.0 ml) and methanol (5 ml), and stirred at room temperature for 2 hours. Then, the solvent was removed by distillation. Hydrochloric acid (10 ml) was added to the residue, stirred for 14 hours at room temperature and then concentrated. The resulting concentrate was adjusted the pH to 1 with 1 N—NaOH. The crystals thus precipitated were taken out by filtration and washed with water to obtain 7-(3-bromopropyl)-7,8-dihydro-5-(4-methylphenyl)-8-oxo-6-pyrido[3,4-b]pyridinecarboxylic acid as colorless crystals (131 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06489315B1 |
| Source dataset | uspto-grants-2002_12 |
| ORD ID | ord-48a0dbd4132c40a7946b73b1a4014a5b |
| Source note | uspto-grants-2002_12 |