HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 717007Generated: October 30, 2026
Cesium carbonate → Methyl 3-(indolin-1-yl)-2-phenylquinoxaline-6-carboxylate
https://huagongshe.com/reaction/717007
Participants
| Role | Name | HCID | Charge |
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| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Binap, (A+-)- | HCID 634876 | — |
| Reactant | Methyl 3-(2-bromophenethylamino)-2-phenylquinoxaline-6-carboxylate | HCID 67042168 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | Methyl 3-(indolin-1-yl)-2-phenylquinoxaline-6-carboxylate | HCID 67041724 | — |
Reaction Steps
Into a 10-mL sealed tube, was placed methyl 3-(2-bromophenethylamino)-2-phenylquinoxaline-6-carboxylate (110 mg, 0.24 mmol, 1.00 equiv), Pd2(dba)3 (22 mg, 0.02 mmol, 0.10 equiv), BINAP (59.37 mg, 0.10 mmol, 0.40 equiv), Cs2CO3 (233 mg, 0.71 mmol, 3.00 equiv), 1,4-dioxane (5 mL). The resulting solution was stirred for overnight at 100° C. in an oil bath. The resulting solids were filtered out. The filtrate was concentrated under vacuum and applied onto a silica gel column with ethyl acetate/petroleum ether (1:50). This resulted in 90 mg (99%) of methyl 3-(indolin-1-yl)-2-phenylquinoxaline-6-carboxylate as a orange solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09193693B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-ecbb505bebc34710b1e494b14636e0ad |
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| Source note | uspto-grants-2015_11 |
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