HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1479986Generated: October 28, 2026
Sodium Bicarbonate → HCID 59191510, compound
https://huagongshe.com/reaction/1479986
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 1,4-dichloro-5H,6H,7H-cyclopenta[d]pyridazine | HCID 15401908 | — |
| Reactant | HCID 178419772 | HCID 178419772 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59191510 | HCID 59191510 | 76% |
Reaction Steps
To a solution of 1,4-dichloro-6,7-dihydro-5H-cyclopenta[d]pyridazine (compound 39, 500 mg, 2.64 mmol) in THF (5 mL) is added Pd(PPh3)4 (383 mg, 0.33 mmol). The mixture is degassed and benzyl zinc bromide (11 mL, 0.5 M in THF, 5.6 mmol) is added. The mixture is heated at 60° C. for 5 h. The reaction mixture is cooled down to RT and saturated aq. NaHCO3 solution is added and the mixture is extracted with EtOAc. The combined orgaqnic layers are washed with water, brine, dried over NaSO4, filtered and concentrated. The crude product is purified by flash chromatography (EtOAc/heptane 10%-30%) to give compound 44 (490 mg, 76%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09409871B2 |
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| Source dataset | uspto-grants-2016_08 |
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| ORD ID | ord-3d9d2d1276034f62af407f17a670dc3d |
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| Source note | uspto-grants-2016_08 |
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