HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 237388Generated: October 25, 2026
Dichloromethane → 2-Amino-4-chloro-6-(2,4-dimethyl-phenyl)-pyrimidine-5-carbaldehyde
https://huagongshe.com/reaction/237388
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | 2-Amino-4,6-dichloropyrimidine-5-carboxaldehyde | HCID 265546 | — |
| Reactant | (2,4-Dimethylphenyl)boronic acid | HCID 4198739 | — |
| Catalyst | Dichlorobis(triphenylphosphine)palladium | HCID 6102075 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 2-Amino-4-chloro-6-(2,4-dimethyl-phenyl)-pyrimidine-5-carbaldehyde | HCID 59519201 | — |
Reaction Steps
Aqueous potassium phosphate was added to a suspension of 2,4-dimethylbenzene boronic acid and 2-amino-4,6-dichloro-5-pyrimidinecarbaldehyde (3 eq) in 1,4-dioxan, under a nitrogen atmosphere. Dichloro bis(triphenylphosphine)palladium (II) (cat.) was added and the mixture heated, ˜100° C., for ˜90 mins. The resulting mixture was allowed to cool and dichloromethane added, the mixture was washed with water and saturated aqueous sodium chloride solution. The solution was dried over anhydrous sodium sulphate and concentrated to a pale yellow solid. The crude solid was purified by column chromatography on silica eluting with mixtures of diethyl ether and hexane.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08642594B2 |
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| Source dataset | uspto-grants-2014_02 |
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| ORD ID | ord-a29a2153f391426a8ac5ea3b61617bdf |
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| Source note | uspto-grants-2014_02 |
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