HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2267357Generated: October 25, 2026
Sodium Carbonate → 5-(2-Chloropyrimidin-4-yl)thiophene-2-carbonitrile
https://huagongshe.com/reaction/2267357
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | 2,4-Dichloropyrimidine | HCID 77531 | — |
| Reactant | 5-Cyanothiophene-2-boronic acid | HCID 4198743 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-(2-Chloropyrimidin-4-yl)thiophene-2-carbonitrile | HCID 57428836 | — |
Reaction Steps
A solution of 0.22 g (1.4 mmol) of 5-cyanothiophen-2-ylboronic acid, 0.21 g (1.4 mmol) of 2,4-dichloropyrimidine and 49 mg (0.070 mmol) of bis(triphenylphosphine)palladium(II) chloride in 2 mL of a 2 M Na2CO3 aqueous solution and 5 mL of 1,4-dioxane was as heated in a microwave for 30 min at 140° C., then cooled to rt, diluted with CH2Cl2 and MeOH, and dried over MgSO4. The organic solvent was removed in vacuo, and the resulting solid was purified by flash chromatography eluting with a linear gradient of 50% EtOAc in hexane to neat EtOAc to deliver the title compound. MS (M+H)+ 222.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07858785B2 |
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| Source dataset | uspto-grants-2010_12 |
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| ORD ID | ord-8936163b2f184a618c1cf9619478f6ac |
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| Source note | uspto-grants-2010_12 |
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