HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Ethynyloxolan-3-ol → (+/-)-2-Amino-1-ethyl-7-[(3-hydroxytetrahydrofuran-3-yl)ethynyl]-N-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Ethynyloxolan-3-ol | HCID 15699917 | — |
| Reactant | 2-Amino-7-chloro-1-ethyl-N-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxamide | HCID 86642336 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | Dichlorobis(triphenylphosphine)palladium | HCID 6102075 | — |
| Solvent | triethylamine N,N-dimethylformamide | HCID 22056947 | — |
| Product | (+/-)-2-Amino-1-ethyl-7-[(3-hydroxytetrahydrofuran-3-yl)ethynyl]-N-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxamide | HCID 67081591 | — |
Reaction Steps
A suspension of 0.3 g (2.24 mmol) of 2-amino-7-chloro-1-ethyl-N-methyl-4-oxo-1,4-dihydro[1,8]naphthyridine-3-carboxamide in 17 ml of a dimethylformamide/triethylamine mixture (V/V; 2/1) is placed in a 10 ml microwave tube. This suspension is sparged with argon for 10 minutes and then 0.319 g (2.79 mmol) of (±)-3-ethynyltetrahydro-3-furanol, 0.043 g of CuI (0.23 mmol) and 0.079 g of bis(triphenylphosphine) palladium(II)dichloride (0.11 mmol) are successively added.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08470847B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-9158a223c2e146b483e80ec0e9fa5c1c |
| Source note | uspto-grants-2013_06 |