HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 16421Generated: October 24, 2026
Ethyl Acetate → Benzenamine,4-[(6-chloro-3-methyl-1h-pyrrolo[2,3-b]pyridin-4-yl)oxy]-3-fluoro-
https://huagongshe.com/en/reaction/16421
Participants
| Role | Name | HCID | Charge |
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| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Phenol, 4-amino-2-fluoro- | HCID 2735918 | — |
| Reactant | 1-acetyl-4,6-dichloro-3-methyl-1H-pyrrolo[2,3-b]pyridine | HCID 17979289 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | Benzenamine,4-[(6-chloro-3-methyl-1h-pyrrolo[2,3-b]pyridin-4-yl)oxy]-3-fluoro- | HCID 17979286 | — |
Reaction Steps
300 mg (1.16 mmol) of 1-acetyl-4,6-dichloro-3-methyl-1H-pyrrolo[2,3-b]pyridine (from example XL) and 320 mg (2.32 mmol) of powdered potassium carbonate are suspended in 9 ml of DMSO. The mixture is degassed, and 442 mg (3.48 mmol) of 4-amino-2-fluorophenol are added. The mixture is heated at 120° C. for 4 hours. After addition of ethyl acetate, the mixture is filtered off with suction through CELITE (diatomaceous earth) and the filtercake is washed with ethyl acetate. The filtrate is extracted three times with sat. sodium bicarbonate solution and with sat. sodium chloride solution. The filtrate is dried over sodium sulfate and the solvent is removed under reduced pressure. The residue is purified by column chromatography (silica gel 60, mobile phase: DCM:methanol=50:1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07737153B2 |
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| Source dataset | uspto-grants-2010_06 |
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| ORD ID | ord-f54b7a1f971e4a7496946caf6e8bee25 |
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| Source note | uspto-grants-2010_06 |
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