HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1623290Generated: November 1, 2026
1,2-Dimethoxyethane → HCID 66936831, compound
https://huagongshe.com/reaction/1623290
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,2-Dimethoxyethane | HCID 8071 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Fluoropyridine-4-boronic acid | HCID 2783396 | — |
| Reactant | HCID 11579573 | HCID 11579573 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 66936831 | HCID 66936831 | 41% |
Reaction Steps
To 6-chloro-N-(3-fluorobenzyl)pyrazin-2-amine (140 mg, 0.589 mmol) was added 2-fluoropyridin-4-ylboronic acid (125 mg, 0.884 mmol), PalladiumTetrakis (82 mg, 0.071 mmol), DME (3.3 ml), and 2M sodium carbonate (1.031 ml, 2.062 mmol). The resulting reaction mixture was stirred at 110° C. until completion as indicated by LCMS, about 3 hours. The reaction mixture was cooled to room temperature, diluted with 20 ml of ethyl acetate, filtered and concentrated to yield a crude solid. The solid was dissolved in DMSO, filtered and purified by prep LC. After lyphilization, 72 mg of the title compound was obtained as a TFA salt. LCMS (m/z): 299.1 (MH+), retention time=0.89 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08778951B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-07430329f9514b0983709eedee767994 |
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| Source note | uspto-grants-2014_07 |
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