HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1664404Generated: October 30, 2026
HCID 57968783, compound → 6-(4-Bromo-3-[1,3]dioxolan-2-yl-phenoxy)-2-[(2-hydroxy-ethyl)-methyl-amino]-nicotinonitrile
https://huagongshe.com/reaction/1664404
Participants
| Role | Name | HCID | Charge |
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| Reactant | HCID 57968783 | HCID 57968783 | — |
| Reactant | HCID 86636428 | HCID 86636428 | — |
| Reactant | 2-(2-Benzyloxy-ethylamino)-6-(4-bromo-3-formyl-phenoxy)-nicotinonitrile | HCID 86636444 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 6-(4-Bromo-3-[1,3]dioxolan-2-yl-phenoxy)-2-[(2-hydroxy-ethyl)-methyl-amino]-nicotinonitrile | HCID 67439207 | 36% |
Reaction Steps
To a solution of compound mixture, 6-(4-bromo-3-[1,3]dioxolan-2-yl-phenoxy)-2-chloro-nicotinonitrile and 2-(4-bromo-3-[1,3]dioxolan-2-yl-phenoxy)-6-chloro-nicotinonitrile, (4+5, 1 g, 2.6 mmol) in acetonitrile (anhydrous, 30 mL) was added 2-methylamino-ethanol (6, 2.1 mL, 26 mmol). The reaction was heated at 80° C. for 2 hours. After the reaction, all volatile components were evaporated in vacuo. Purification was accomplished by silica gel chromatography, eluting with 10%-80% EtOAc/hexanes gradient, affording 400 mg (36% yield) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08039450B2 |
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| Source dataset | uspto-grants-2011_10 |
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| ORD ID | ord-a0581ff0561a4b6c9defae0352bc1b33 |
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| Source note | uspto-grants-2011_10 |
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