HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1912646Generated: November 1, 2026
Potassium Carbonate → 5-(Benzyloxy)-4-chloro-6-p-tolylpyrimidine
https://huagongshe.com/reaction/1912646
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Tolylboronic acid | HCID 79799 | — |
| Reactant | 5-(Benzyloxy)-4,6-dichloropyrimidine | HCID 58308099 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | PhMe H2O DME | HCID 131731093 | — |
| Product | 5-(Benzyloxy)-4-chloro-6-p-tolylpyrimidine | HCID 86665937 | 35.4% |
Reaction Steps
The compound from step 3 (12.78 g, 0.05 mol) was dissolved in (4:1:1) PhMe/H2O/DME (111 ml). Pd(Ph3P)4 (2.9 g, 0.05 eq), K2CO3, and p-tolylboronic acid (6.81 g, 1 eq) were added, the mixture was degassed and heated at 100° C. overnight. After cooling to room temperature the organic layer was purified by silica gel chromatography (0-10% EtOAc in hexane) to give 5.5 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08609676B2 |
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| Source dataset | uspto-grants-2013_12 |
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| ORD ID | ord-a992c9aa7d46467f98590f61c2764cf9 |
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| Source note | uspto-grants-2013_12 |
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