HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Cyclopentylprop-2-yn-1-ol → (+/-)-2-Amino-7-(3-cyclopentyl-3-hydroxyprop-1-yn-1-yl)-1-ethyl-N-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Cyclopentylprop-2-yn-1-ol | HCID 21062247 | — |
| 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-7-(3-cyclopentyl-3-hydroxyprop-1-yn-1-yl)-1-ethyl-N-methyl-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxamide | HCID 25123660 | — |
Reaction Steps
A suspension of 1 g (3.56 mmol) of 2-amino-7-chloro-1-ethyl-N-methyl-4-oxo-1,4-dihydro[1,8]naphthyridine-3-carboxamide in 25 ml of a dimethylformamide/triethylamine mixture (V/V; 2.5/1) is placed in a 10 ml microwave tube. This suspension is sparged with argon for 10 minutes and then 0.931 g (7.5 mmol) of (±)-1-cyclopentylprop-2-yn-1-ol, 0.068 g of CuI (0.36 mmol) and 0.125 g of bis(triphenylphosphine) palladium(II)dichloride (0.18 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-bd314e323006460885732bba6c75685f |
| Source note | uspto-grants-2013_06 |