HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1465796Generated: November 1, 2026
Cesium carbonate → 3-{4-[(2R)-2-Hydroxy-2-(4-methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]-2-oxopiperazin-1-yl}-8-methylisoquinoline-7-carbonitrile
https://huagongshe.com/reaction/1465796
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Reactant | 3-Chloro-8-methyl-7-isoquinolinecarbonitrile | HCID 89525423 | — |
| Reactant | 4-[(2R)-2-Hydroxy-2-(4-methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]piperazin-2-one | HCID 117612700 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 3-{4-[(2R)-2-Hydroxy-2-(4-methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]-2-oxopiperazin-1-yl}-8-methylisoquinoline-7-carbonitrile | HCID 117614352 | — |
Reaction Steps
A mixture of 4-[(2R)-2-hydroxy-2-(4-methyl-1-oxo-1,3-dihydro-2-benzofuran-5-yl)ethyl]piperazin-2-one (26 mg, 0.089 mmol), 3-Chloro-8-methylisoquinoline-7-carbonitrile [I-12] (18 mg, 0.089 mmol), Pd2(dba)3 (16 mg, 0.017 mmol), Xantphos (21 mg, 0.036 mmol), and Cs2CO3 (40 mg, 0.12 mmol) in dioxane (4 mL) was sealed in a microwave tube and purged three times with nitrogen. It was heated to 100° C. for 10 minutes in a microwave reactor. LC showed formation of the desired product, which was purified by silica gel flash chromatography. LC-MS (IE, m/z): 457 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08999991B2 |
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| Source dataset | uspto-grants-2015_04 |
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| ORD ID | ord-87a67a31dafc49a59fc7e8ae2a3a061e |
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| Source note | uspto-grants-2015_04 |
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