HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 630477Generated: October 30, 2026
Cesium carbonate → HCID 118666212, compound
https://huagongshe.com/reaction/630477
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 | 2-Chloro-5-(2-fluorophenyl)pyrimidine | HCID 46312056 | — |
| Reactant | HCID 118676877 | HCID 118676877 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 118666212 | HCID 118666212 | — |
Reaction Steps
Palladium(II) acetate (8 mg, 0.036 mmol) and Xantphos (42 mg, 0.072 mmol) were added under an argon atmosphere to a solution of 2-chloro-5-(2-fluorophenyl)pyrimidine (150 mg, 0.72 mmol), (3-methyl-1H-indol-6-yl)(morpholino)methanone (176 mg, 0.72 mmol; synthesized from morpholine and 3-methyl-1H-indole-6-carboxylic acid) and cesium carbonate (422 mg, 1.29 mmol) in dry THF (5 mL). The reaction mixture was heated in a microwave at 120° C. for 1 h. After cooling to room temperature, water was added and the mixture was extracted with ethyl acetate (2×15 mL). Purification by flash chromatography [silica, heptane with 25% to 75% ethyl acetate] afforded the target compound as white solid. Yield: 185 mg (62% of theory). HPLC-MS: m/z [M+H]+=417.1
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09315490B2 |
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| Source dataset | uspto-grants-2016_04 |
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| ORD ID | ord-d0adfeb51e0741e588123e8b622ae63f |
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| Source note | uspto-grants-2016_04 |
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