HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Methoxy-2-methylbut-3-yn-2-ol → (+/-)-2-Amino-7-(3-hydroxy-4-methoxy-3-methylbut-1-yn-1-yl)-N-methyl-4-oxo-1-(pyridin-2-ylmethyl)-1,4-dihydro-1,8-naphthyridine-3-carboxamide hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Methoxy-2-methylbut-3-yn-2-ol | HCID 21706426 | — |
| Reactant | 2-Amino-7-chloro-N-methyl-4-oxo-1-(pyridin-2-ylmethyl)-1,4-dihydro-1,8-naphthyridine-3-carboxamide | HCID 86642338 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | Dichlorobis(triphenylphosphine)palladium | HCID 6102075 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | (+/-)-2-Amino-7-(3-hydroxy-4-methoxy-3-methylbut-1-yn-1-yl)-N-methyl-4-oxo-1-(pyridin-2-ylmethyl)-1,4-dihydro-1,8-naphthyridine-3-carboxamide hydrochloride | HCID 68601249 | — |
Reaction Steps
A suspension of 1 g of 2-amino-7-chloro-N-methyl-4-oxo-1-(pyridin-2-ylmethyl)-1,4-dihydro-1,8-naphthyridine-3-carboxamide (2.91 mmol) in a mixture of 20 ml of dimethylformamide and 5.7 ml of triethylamine is placed in an 80 ml microwave tube. This suspension is sparged with argon and then 0.498 g of (±)-1-methoxy-2-methyl-3-butyn-2-ol (4.36 mmol), 0.055 g of CuI (0.29 mmol) and 0.102 g of bis(triphenylphosphine)palladium(II)dichloride (0.15 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-bedae703bb9249918fc54e99dd050266 |
| Source note | uspto-grants-2013_06 |