HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 857271Generated: October 29, 2026
Quinoline → 6-Isopropyl-8-[3-(hydroxymethyl)phenyl]quinoline
https://huagongshe.com/reaction/857271
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Quinoline | HCID 7047 | — |
| Reactant | 1,2-Dimethoxyethane | HCID 8071 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | [3-(Hydroxymethyl)phenyl]boronic acid | HCID 2734662 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 6-Isopropyl-8-[3-(hydroxymethyl)phenyl]quinoline | HCID 21865630 | — |
Reaction Steps
A mixture of Quinoline 1 (1.0 eq), 3-(hydroxymethyl)phenylboronic acid (1.3 eq), aqueous Na2CO3 (2.0M; 3.2 eq) and Pd(PPh3)4 (0.048 eq) in DME (0.15M) was stirred at 80° C. for 12 h. The resulting mixture was cooled to room temperature, diluted with EtOAc, washed with brine, dried over Na2SO4, filtered and concentrated. Flash chromatography (Hex:EtOAc; 1:1) and stirring in Et2O yielded the title compound as a white solid after filtration.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07144896B2 |
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| Source dataset | uspto-grants-2006_12 |
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| ORD ID | ord-979b390299564e7896a45b03fc838cb1 |
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| Source note | uspto-grants-2006_12 |
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