HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1626467Generated: October 26, 2026
Sodium Carbonate → 2-Chloro-4-(4-(trifluoromethyl)phenyl)pyrimidine
https://huagongshe.com/reaction/1626467
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2,4-Dichloropyrimidine | HCID 77531 | — |
| Reactant | 4-(Trifluoromethyl)phenylboronic acid | HCID 2734389 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2-Chloro-4-(4-(trifluoromethyl)phenyl)pyrimidine | HCID 21865276 | 27.6% |
Reaction Steps
4-(trifluoromethyl)phenylboronic acid (319 mg, 1.68 mmol), 2,4-dichloropyrimidine (250 mg, 1.68 mmol), Na2CO3 (445 mg, 4.20 mmol) and Pd(PPh3)4 (97.0 mg, 0.0839 mmol) were combined in a 5 mL reaction vial and diluted with toluene (3 mL) and water (300 μL). The reaction was purged with argon, heated to 60° C. and stirred overnight. The reaction was loaded directly onto silica gel and eluted with 5% ethyl acetate/hexanes to 60% ethyl acetate/hexanes to yield the desired compound (120 mg, 0.464 mmol, 27.6% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08785445B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-43d4d11de6584cb5937cca6ec54bacc9 |
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| Source note | uspto-grants-2014_07 |
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