HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-(2-Propyn-1-yl)morpholine → 1-(3,5-Dichloro-pyridin-4-ylmethyl)-6-methoxy-5-(3-morpholin-4-yl-prop-1-ynyl)-phthalazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-(2-Propyn-1-yl)morpholine | HCID 412941 | — |
| Reactant | Trifluoro-methanesulfonic acid 1-(3,5-dichloro-pyridin-4-ylmethyl)-6-methoxy-phthalazin-5-yl ester | HCID 53981658 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Diethylamine | HCID 8021 | — |
| Product | 1-(3,5-Dichloro-pyridin-4-ylmethyl)-6-methoxy-5-(3-morpholin-4-yl-prop-1-ynyl)-phthalazine | HCID 18381672 | 38.6% |
Reaction Steps
Operating analogously to what described in example 74 starting from trifluoro-methanesulfonic acid 1-(3,5-dichloro-pyridin-4-ylmethyl)-6-methoxy-phthalazin-5-yl ester (2 g, 4.27 mmoles), prepared as described in example 73, 4-prop-2-ynyl-morpholine (640 mg, 5.12 mmoles), prepared as described in example 137, diethylamine (40 ml), bis(triphenylphosphine)PdCl2 (60 mg, 0.0854 mmole) and CuI (16 mg, 0.0854 mmole), 728 mg of the title compound were obtained (yield: 38.6%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06329370B1 |
| Source dataset | uspto-grants-2001_12 |
| ORD ID | ord-f49d194799e24ef089437c5b62b54644 |
| Source note | uspto-grants-2001_12 |