HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 58437100, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 2-Amino-5-bromopyridine | HCID 70622 | — |
| Reactant | Diethyl phosphoric acid | HCID 5166299 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 58437100 | HCID 58437100 | — |
Reaction Steps
A mixture of 2-amino-5-bromopyridine (5 g, 0.029 mol; Aldrich Chemical Company, Inc., Milwaukee, Wis.), diethyl phosphate (5.02 g, 0.036 mol), triethylamine (4.4 g, 0.043 mol), Pd(OAc)2 (0.78 g, 3.4 mmol), triphenylphosphine (2.28 g, 8.7 mmol) in ethanol (100 mL) was refluxed for 14 hours under nitrogen. TLC (Petroleum ether/ethyl acetate=1:1) indicated that the reaction was complete. The resulting mixture was filtered, and the filtrate was concentrated in vacuo, the residue was purified by prep. HPLC to afford (I-25a) (4.3 g, 64.4%) as a white solid; m/z 231.3 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07977367B2 |
| Source dataset | uspto-grants-2011_07 |
| ORD ID | ord-4b6fb2609d6a4a48b0bbdbb1c9878bab |
| Source note | uspto-grants-2011_07 |