HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2090560Generated: November 4, 2026
2-Fluoro-4-iodoaniline → (R)-3-((2,2-Dimethyl-1,3-dioxolan-4-yl)methyl)-6-fluoro-5-(2-fluoro-4-iodophenylamino)-8-methylpyrido[2,3-d]pyrimidine-4,7(3H,8H)-dione
https://huagongshe.com/reaction/2090560
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Fluoro-4-iodoaniline | HCID 185694 | — |
| Reactant | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | (R)-5-Chloro-3-((2,2-dimethyl-1,3-dioxolan-4-yl)methyl)-6-fluoro-8-methylpyrido[2,3-d]pyrimidine-4,7(3H,8H)-dione | HCID 67378564 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | (R)-3-((2,2-Dimethyl-1,3-dioxolan-4-yl)methyl)-6-fluoro-5-(2-fluoro-4-iodophenylamino)-8-methylpyrido[2,3-d]pyrimidine-4,7(3H,8H)-dione | HCID 67368877 | — |
Reaction Steps
Combine (R)-5-chloro-3-((2,2-dimethyl-1,3-dioxolan-4-yl)methyl)-6-fluoro-8-methylpyrido[2,3-d]pyrimidine-4,7(3H,8H)-dione (0.050 g, 0.15 mmol) and 2-fluoro-4-iodoaniline (0.052 g, 0.22 mmol) in de-gassed dioxane (2.0 mL). Add palladium acetate (1.6 mg) and Xantphos (8.5 mg) and sodium t-butoxide (35 mg). Heat to 85° C. After 2 hours, dilute with ethyl acetate, wash with aqueous hydrochloric acid and then brine, dry over sodium sulfate, and concentrate in vacuo to give a residue. Purify the residue with flash chromatography eluting with ethyl acetate/hexane to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08436200B2 |
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| Source dataset | uspto-grants-2013_05 |
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| ORD ID | ord-e2ac9528cdef4bd599465c4cebd2a10f |
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| Source note | uspto-grants-2013_05 |
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