HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2077080Generated: October 31, 2026
Dimethyl Sulfoxide → 2-(2-(3-fluorophenoxy)ethylamino)-6-(5-methyl-1H-pyrazol-3-ylamino)-4-methylnicotinonitrile hydrochloride
https://huagongshe.com/reaction/2077080
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2-chloro-6-(5-methyl-1H-pyrazol-3-ylamino)-4-methylnicotinonitrile | HCID 11983545 | — |
| Reactant | 1-(2-Aminoethoxy)-3-fluorobenzene hydrochloride | HCID 22061353 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-(2-(3-fluorophenoxy)ethylamino)-6-(5-methyl-1H-pyrazol-3-ylamino)-4-methylnicotinonitrile hydrochloride | HCID 67098221 | 12.2% |
Reaction Steps
Compound A (1.53 g, 6.25 mmol), 2-(3-fluorophenoxy)ethylamine hydrochloride (1.79 g) and sodium hydrogencarbonate (5.25 g) were added to DMSO (30 ml), and the mixture was stirred at 100° C. for 27 hr. After stirring, the reaction mixture was added dropwise to cold water, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and concentrated, and the residue was purified by silica gel chromatography. This was converted to hydrochloride to give the object compound of 2-(2-(3-fluorophenoxy)ethylamino)-6-(5-methyl-1H-pyrazol-3-ylamino)-4-methylnicotinonitrile hydrochloride (308 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07928126B2 |
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| Source dataset | uspto-grants-2011_04 |
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| ORD ID | ord-bcd847977d564edfb351ef2aed408636 |
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| Source note | uspto-grants-2011_04 |
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