HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 387969Generated: October 30, 2026
4-Nitrophenol → 4-(4-Nitrophenoxy)furo[2,3-b]pyridine-2-carboxylic acid methyl ester
https://huagongshe.com/reaction/387969
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-Nitrophenol | HCID 980 | — |
| Reactant | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-Chloro-furo[2,3-b]pyridine-2-carboxylic acid methyl ester | HCID 58930888 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4-(4-Nitrophenoxy)furo[2,3-b]pyridine-2-carboxylic acid methyl ester | HCID 58931497 | 4.7% |
Reaction Steps
After adding N-methylpyrrolidone (4.0 ml), diisopropylethylamine (1.3 ml) and para-nitrophenol (822 mg) to 4-chlorofuro[2,3-b]pyridine-2-carboxylic acid methyl ester (1.0 g), the mixture was heated and stirred at 140° C. for 5 hours. After cooling, water was added, extraction was performed with ethyl acetate, the organic layer was washed with water and saturated saline in that order and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. Tetrahydrofuran was used for recrystallization to obtain the title compound (70 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08372981B2 |
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| Source dataset | uspto-grants-2013_02 |
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| ORD ID | ord-e932449599b64eeea7beccf39108804f |
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| Source note | uspto-grants-2013_02 |
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