HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 4-methyl-6-(2-methyl-6-(2-oxo-2,3-dihydro-1H-spiro[[1,8]naphthyridin-4,4'-piperidin]-1'-yl)pyrimidin-4-yloxy)benzo[d]oxazol-2(3H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1H-Spiro[[1,8]naphthyridine-4,4'-piperidin]-2(3H)-one | HCID 59165775 | — |
| Reactant | HCID 86663906 | HCID 86663906 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-methyl-6-(2-methyl-6-(2-oxo-2,3-dihydro-1H-spiro[[1,8]naphthyridin-4,4'-piperidin]-1'-yl)pyrimidin-4-yloxy)benzo[d]oxazol-2(3H)-one | HCID 46243984 | — |
Reaction Steps
26 mg (0.12 mmol) 1H-spiro[[1,8]naphthyridin-4,4′-piperidin]-2(3H)-one, 35 mg (0.12 mmol) 6-(6-chloro-2-methylpyrimidin-4-yloxy)-4-methylbenzo[d]oxazol-2(3H)-one and 42 μL (0.24 mmol) DIPEA in 2.0 mL DMF were stirred for 4 days at 60° C. The reaction mixture was purified by preparative HPLC-MS. The fractions containing product were combined and lyophilised.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08952014B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-e7cb16b39ee443bc80fc5c2d96ea1925 |
| Source note | uspto-grants-2015_02 |