HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2410923Generated: November 3, 2026
Toluene → tert-butyl 4-(6-bromo-8-carbamoyl-9H-carbazol-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate
https://huagongshe.com/reaction/2410923
Participants
| Role | Name | HCID | Charge |
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| Reactant | Toluene | HCID 1140 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine-1-carboxylate | HCID 4642098 | — |
| Reactant | 3-bromo-7-iodo-9H-carbazole-1-carboxamide | HCID 66604592 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | tert-butyl 4-(6-bromo-8-carbamoyl-9H-carbazol-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate | HCID 66604634 | — |
Reaction Steps
3-Bromo-7-iodo-9H-carbazole-1-carboxamide 481A (200 mg, 0.482 mmol), tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate (194 mg, 0.626 mmol), Pd(Ph3P)4 (35 mg, 0.030 mmol), and Na2CO3 (2M) (0.964 mL, 1.928 mmol) were mixed with toluene (10 mL) and MeOH (5 mL) in a sealed microwave vial. The mixture was flushed with N2 and heated at 105° C. in an oil bath for 4 hrs. The mixture was used as it is. MS (ESI) m/z 468.22 (M−H)−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08815840B2 |
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| Source dataset | uspto-grants-2014_08 |
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| ORD ID | ord-26f54b720ef544709feaa832577e9866 |
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| Source note | uspto-grants-2014_08 |
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