HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 532657Generated: October 31, 2026
Sodium Carbonate → HCID 86699240, compound
https://huagongshe.com/reaction/532657
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol | HCID 2734650 | — |
| Reactant | 2-Bromo-6-(4-methoxy-phenyl)-4-(2-trimethylsilanyl-ethoxymethyl)-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalene | HCID 86699230 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Toluene ethanol | HCID 21863594 | — |
| Product | HCID 86699240 | HCID 86699240 | 60% |
Reaction Steps
A mixture of the corresponding 2-Bromo-6-(4-methoxy-phenyl)-4-(2-trimethylsilanyl-ethoxymethyl)-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalene (0.76 g, 1.5 mmol), 2-Methoxy-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenol (0.6 g, 2.3 mmol), Na2CO3 (2 M, 3.7 mL), and Pd(PPh3)2Cl2 (14.5 mg, 0.12 mmol) in toluene/ethanol (1:1, 8 mL) was heated at 100° C. for 8 hr. The solution was cooled to room temperature and extracted with ethyl acetate. The target product was purified by gravity column chromatography (20% EtOAc in hexane) to give 2-Methoxy-4-[6-(4-methoxy-phenyl)-4-(2-trimethylsilanyl-ethoxymethyl)-4,7-dihydro-1-thia-4,5-diaza-cyclopenta[a]pentalen-2-yl]-phenol as brown solid in 60% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08853207B2 |
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| Source dataset | uspto-grants-2014_10 |
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| ORD ID | ord-d9188aed68644d6685f2d33e764b21b4 |
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| Source note | uspto-grants-2014_10 |
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