HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 5-(3-Amino-6-chloro-pyridin-2-yl)-2,2-dimethyl-pent-4-ynoic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Ethyl 2,2-dimethylpent-4-ynoate | HCID 14459632 | — |
| Reactant | 6-Chloro-2-iodopyridin-3-amine | HCID 18407043 | — |
| Catalyst | Palladium Chloride | HCID 24290 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 5-(3-Amino-6-chloro-pyridin-2-yl)-2,2-dimethyl-pent-4-ynoic acid ethyl ester | HCID 59754777 | — |
Reaction Steps
PdCl2 (0.200 g, 1.13 mmol), CuI (0.214 g, 1.13 mmol), and PPh3 (0.590, 2.25 mmol) were suspended in NEt3 (150 mL) and stirred under N2. 6-Chloro-2-iodo-pyridin-3-ylamine (5.7 g, 2.24 mmol) was added, followed by 2,2-dimethyl-pent-4-ynoic acid ethyl ester (5.2 g, 3.37 mmol), and the reaction was stirred overnight at room temperature. The reaction mixture was concentrated and purified on silica gel (0-50% EtOAc in hexanes) to give the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07405302B2 |
| Source dataset | uspto-grants-2008_07 |
| ORD ID | ord-5303d74d294f4bde9d657384abab8e07 |
| Source note | uspto-grants-2008_07 |