HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 450562Generated: October 30, 2026
Cesium carbonate → HCID 58413283, compound
https://huagongshe.com/reaction/450562
Participants
| Role | Name | HCID | Charge |
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| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Reactant | Methyl 4-chloro-5-methyl-thieno[2,3-d]pyrimidine-6-carboxylate | HCID 2759834 | — |
| Reactant | 2-isopropoxypyridin-3-amine | HCID 21850847 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 58413283 | HCID 58413283 | 66.5% |
Reaction Steps
iso-Propoxypyridin-3-amine (1.30 g, 8.60 mmol) was added into a solution of methyl 4-chloro-5-methylthieno[2,3-d]pyrimidine-6-carboxylate (2.295 g, 9.46 mmol), XANTPHOS (0.995 g, 1.72 mmol) and cesium carbonate (3.922 g, 12.04 mmol) in degassed 1,4-dioxane (40 mL). The mixture was degassed under sonnication, tris(dibenzylideneacetone)dipalladium (0.394 g, 0.430 mmol) added and the mixture sonnicated further. The reaction was sealed, heated at 90° C. for 3.0 hours, cooled, filtered and the solid washed with cold 1,4-dioxane. The filtrate was poured into ammonium hydroxide solution and the precipitate collected to yield the title compound as dark yellow solid (2.05 g, 66%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08486953B2 |
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| Source dataset | uspto-grants-2013_07 |
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| ORD ID | ord-de0e3fdd32bd4970af38d872c307fbb3 |
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| Source note | uspto-grants-2013_07 |
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