HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Aminopyridine → HCID 15604847, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Aminopyridine | HCID 10009 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 58767565 | HCID 58767565 | — |
| Catalyst | Dimethylformamide | HCID 6228 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Tetrahydrofurane dichloromethane | HCID 21919333 | — |
| Product | HCID 15604847 | HCID 15604847 | 96.5% |
Reaction Steps
To a suspension of 24 mg (0.093 mmol) of 4,4-dimethyl-1-oxo-1,2,3,4-tetrahydro-pyrazino[1,2-a]indole-7-carboxylic acid in 2:1 CH2Cl2/THF (3 mL) was added 16 μL (0.19 mmol) oxalyl chloride followed by two drops of 10% DMF in THF. After stirring for 1 h, the mixture was concentrated and 1 mL of CH2Cl2 was added followed by 17 mg (0.19 mmol) of 3-aminopyridine and 33 μL (0.19) of diisopropylethylamine. The mixture was stirred overnight, concentrated, and chromatographed (0-8% MeOH in CH2Cl2) to provide 30 mg of the title compound. ESI-MS m/z 3335 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07790712B2 |
| Source dataset | uspto-grants-2010_09 |
| ORD ID | ord-7f116ee978e74ae4b31bd489be4bca98 |
| Source note | uspto-grants-2010_09 |