HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 916637Generated: October 30, 2026
Potassium Carbonate → 2-Fluoro-6-(1h-imidazol-2-yl)pyridine
https://huagongshe.com/reaction/916637
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Fluoro-6-(1h-imidazol-2-yl)pyridine | HCID 21919286 | — |
| Reactant | 4-Bromomethyl-5-propyl-6-chloro-pyrimidine | HCID 22313160 | — |
| Reactant | 4-Chloro-6-(chloromethyl)-5-propylpyrimidine | HCID 53426534 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-Fluoro-6-(1h-imidazol-2-yl)pyridine | HCID 21919286 | — |
| Product | 6-Chloro-4-[2-(6-fluoro-pyridin-2-yl)-imidazol-1-ylmethyl]-5-propyl-pyrimidine | HCID 22313163 | — |
Reaction Steps
6-Fluoro-2-(1H-imidazol-2-yl)-pyridine is prepared as described in Example 16 of U.S. patent application Ser. No. 10/038,069, filed Dec. 12, 2001 and published as US 2003/0069257 on Apr. 10, 2003, which is hereby incorporated by reference at page 31 for its teaching regarding the synthesis of this compound. A mixture of 102 or 5-propyl-6-chloromethyl-4-chloro-pyrimidine (1 mmol of either), 6-fluoro-2-(1H-imidazol-2-yl)-pyridine (163 mg, 1 mmol) and K2CO3 (552 mg, 4 mmol) in DMF (6 ml) is stirred at room temperature overnight. The solvent is removed in vacuo and EtOAc (10 ml) and water (10 ml) are added to the residue. The layers are separated and the aqueous layer is extracted with EtOAc (10 ml). The combined extracts are washed with brine (10 ml), dried (Na2SO4) and evaporated. PTLC separation of the residue with 5% MeOH in CH2Cl2 provides the product (103) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07271170B2 |
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| Source dataset | uspto-grants-2007_09 |
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| ORD ID | ord-c179f48f91c74431a810dec803063dad |
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| Source note | uspto-grants-2007_09 |
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