HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 873716Generated: October 30, 2026
Potassium Carbonate → HCID 86724258, compound
https://huagongshe.com/reaction/873716
Participants
| Role | Name | HCID | Charge |
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| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | trans-N,N'-dimethyl-1,2-cyclohexanediamine | HCID 2733821 | — |
| Reactant | 4-(Methoxymethyl)-1H-pyrazole | HCID 23080859 | — |
| Reactant | HCID 86724259 | HCID 86724259 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 86724258 | HCID 86724258 | 44% |
Reaction Steps
A mixture of 4-(methoxymethyl)-1H-pyrazole (145 mg, 1.29 mmol), 6′-bromo-4′H-dispiro[cyclobutane-1,2′-chromene-3′,3″-oxetan]-4′-one (200 mg, 0.647 mmol), trans-N,N′-dimethylcyclohexane-1,2-diamine (74 mg, 0.52 mmol) and K2CO3 (268 mg, 1.94 mmol) in NMP (2 mL) was purged with argon. To the mixture was added CuI (49 mg, 0.26 mmol), and the mixture was sealed and stirred for 1 hour at 150° C. and 0.5 hours at 170° C. under a microwave irradiation. The mixture was partitioned between EtOAc and saturated aqueous NH4Cl. The organic layer was washed with water (two times) and brine, dried over MgSO4, filtered, and the filtrate was evaporated. Silicagel column chromatography (EtOAc-hexane, a linear gradient of EtOAc from 0 to 45%) afforded 6′-[4-(methoxymethyl)-1H-pyrazol-1-yl]-4′H-dispiro[cyclobutane-1,2′-chromene-3′,3″-oxetan]-4′-one (97 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08975415B2 |
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| Source dataset | uspto-grants-2015_03 |
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| ORD ID | ord-bf4b13b681f74d2ca0209d4d282970ad |
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| Source note | uspto-grants-2015_03 |
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