HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Iodopyridine-2-carbonitrile → 1-(5-Iodo-pyridin-2-yl)-cyclopropylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Iodopyridine-2-carbonitrile | HCID 37818397 | — |
| Reactant | HCID 178461630 | HCID 178461630 | — |
| Catalyst | Titanium isopropoxide | HCID 11026 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-(5-Iodo-pyridin-2-yl)-cyclopropylamine | HCID 58431146 | 20.4% |
Reaction Steps
To a solution of 5-iodo-pyridine-2-carbonitrile (1.0 g, 8.1 mmol) in dry THF (50 mL) was added titanium(IV) isopropoxide (5.2 mL, 18 mmol). EtMgBr (3.0M in Et2O, 10 mL, 32 mmol) was then added dropwise. The reaction mixture was stirred for 23 h, then diluted with water (100 mL) and 1N HCl (5 mL), and stirred for 5 minutes. The mixture was filtered and the filtrate was concentrated in-vacuo to afford 430 mg of the title compound which was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08481750B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-a65d37e571654f8a8fd575ef05d48337 |
| Source note | uspto-grants-2013_07 |