HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1788528Generated: November 1, 2026
4-Chlorophenylboronic acid → 2-[2-[3-(4-Chlorophenyl)phenyl]-6-quinolyl]-1-cyclohexyl-benzimidazole-5-carboxylic acid
https://huagongshe.com/reaction/1788528
Participants
| Role | Name | HCID | Charge |
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| Reactant | 4-Chlorophenylboronic acid | HCID 74299 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2-[2-(3-Bromophenyl)-6-quinolyl]-1-cyclohexyl-benzimidazole-5-carboxylic acid | HCID 5276101 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2-[2-[3-(4-Chlorophenyl)phenyl]-6-quinolyl]-1-cyclohexyl-benzimidazole-5-carboxylic acid | HCID 5276102 | 42.2% |
Reaction Steps
In dried vial with a Teflon lined screw cap, a solution of Compound 482 (156 mg, 0.31 mmol), 4-chlorophenylboronic acid (73 mg, 0.465 mmol), and Palladium Tetrakis (37 mg, 0.031 mmol) in toluene (9 mL), methanol (2 mL), and saturated sodium bicarbonate in water (900 μL) was degassed, flushed with argon, and sealed. The reaction was stirred for 16 h at 90° C. The completed reaction was then evaporated to dryness, purified via HPLC, and converted to the HCl salt using the standard procedure (as described in Compound 516) to produce the title compound (73 mg, 42% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07511145B2 |
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| Source dataset | uspto-grants-2009_03 |
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| ORD ID | ord-8b66773aa0bf407c865d37bd2c2576a1 |
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| Source note | uspto-grants-2009_03 |
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