HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2220208Generated: November 1, 2026
Sodium Carbonate → 2-(5-Acetyl-2-chloro-5,6,11,12-tetrahydro-dibenzo[b,f]azocin-9-yl)-benzamide
https://huagongshe.com/reaction/2220208
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Bromobenzamide | HCID 77616 | — |
| Reactant | 1-[2-Chloro-9-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-11,12-dihydro-6H-dibenzo[b,f]azocin-5-yl]-ethanone | HCID 59772457 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Product | 2-(5-Acetyl-2-chloro-5,6,11,12-tetrahydro-dibenzo[b,f]azocin-9-yl)-benzamide | HCID 11509658 | 58% |
Reaction Steps
A 2 mL conical vial was charged with Example 22B (10 mg, 0.024 mmol), 2-bromo-benzamide (7 mg, 0.036 mmol) and Pd(PPh3)4 (3 mg). The vial was evacuated and purged with argon. EtOH (0.5 mL) and toluene (0.5 mL) were added, followed by 2M aqueous Na2CO3 (0.036 mL, 0.072 mmol). The reaction was heated to 80° C. until disappearance of the starting material was noted. The reaction was cooled to room temperature and concentrated. The product was purified by reversed-phase HPLC to afford 2-(5-Acetyl-2-chloro-5,6,11,12-tetrahydro-dibenzo[b,f]azocin-9-yl)-benzamide (5.6 mg, 58%). HPLC Rt=1.62(b) min. m/z=405 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07417040B2 |
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| Source dataset | uspto-grants-2008_08 |
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| ORD ID | ord-4ae594f30b904ad8bb679343b36bea78 |
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| Source note | uspto-grants-2008_08 |
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