HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 6-(3-Aza-bicyclo[3.1.0]hexan-3-yl)pyridin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 6-Fluoropyridin-2-amine | HCID 2761399 | — |
| Reactant | 3-Azabicyclo[3.1.0]hexane hydrochloride | HCID 22335289 | — |
| Solvent | Water | HCID 962 | — |
| Product | 6-(3-Aza-bicyclo[3.1.0]hexan-3-yl)pyridin-2-amine | HCID 86682712 | 76.3% |
Reaction Conditions
| Temperature | 205 °C |
|---|
Reaction Steps
A suspension of 6-fluoropyridin-2-amine (448 mg, 4 mmol), 3-aza-bicyclo[3.1.0]hexane hydrochloride (576 mg, 4.8 mmol) and Et3N (808 mg, 8 mmol) in water (0.5 mL) was heated to 205° C. in a microwave oven for 30 minutes. The reaction mixture was purified by chromatography (silica gel, 200-300 mesh, petroleum ether:ethyl acetate=10:1) to give 6-(3-aza-bicyclo[3.1.0]hexan-3-yl)pyridin-2-amine (535 mg, 76%) as a colorless oil. LC-MS: [M+H]+, 176.2, tR=1.042 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09169259B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-fd4a07f2df9e4e1095cbb6cef5c95045 |
| Source note | uspto-grants-2015_10 |