HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 915581Generated: October 31, 2026
Cesium carbonate → HCID 58958591, compound
https://huagongshe.com/reaction/915581
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Methyl 2-bromobenzoate | HCID 11894 | — |
| Reactant | Binap, (A+-)- | HCID 634876 | — |
| Reactant | HCID 58958606 | HCID 58958606 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 58958591 | HCID 58958591 | 58.5% |
Reaction Steps
A mixture of 3-cyclopentyl-1-(2-methylphenyl)-1H-pyrazol-5-amine (Intermediate B, 400 mg, 1.66 mmol), methyl 2-bromobenzoate (297 mg, 1.38 mmol), cesium carbonate (630 mg, 1.93 mmol), BINAP (87 mg, 0.14 mmol), and Pd2(dba)3 (72 mg, 0.07 mmol) in anhydrous toluene (4 mL) was heated to 110° C. for 16 h under an argon atmosphere. The reaction mixture was cooled to rt, diluted with ethyl acetate, filtered, and concentrated under reduced pressure. The residue was purified by silica gel chromatography using EtOAc/Hex (1:8, v/v) as the eluent. The product was obtained as a light yellow oil (303 mg, 58%). ES-MS m/z 376.3 (MH+); HPLC RT (min) 3.94.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07265144B2 |
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| Source dataset | uspto-grants-2007_09 |
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| ORD ID | ord-2ac408fa649f4f2f8dfe08b9f4c83e7c |
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| Source note | uspto-grants-2007_09 |
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