HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 90099858, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 3-Fluorophenylboronic acid | HCID 2733986 | — |
| Reactant | 2-chloro-5-(MethoxyMethoxy)pyridine | HCID 58764193 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | N,N-Dimethylformamide--water (1/1) | HCID 21962138 | — |
| Product | HCID 90099858 | HCID 90099858 | 81.9% |
Reaction Steps
200 mg (1.0 eq) of the obtained 2-chloro-5-(methoxymethoxy)pyridine was dissolved in N,N-dimethylformamide/H2O=5:1 (16 mL), 193 mg (1.2 eq) of (3-fluorophenyl)boronic acid, 48 mg (3 mol %) of Pd(PPh3)4 and 586 mg (4.0 eq) of Na2CO3 were added. After reacting with microwave reactor at 120° C. for 30 minutes, N,N-dimethylformamide was removed by concentrating under reduced pressure. After extracting with ethyl acetate, the extract was treated with anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was separated by column chromatography (developing solvent, hexane:ethyl acetate=9:1) to obtain 220 mg of 2-(3-fluorophenyl)-5-(methoxymethoxy)pyridine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09376429B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-113c5a33252745a19857a0c9c22eb031 |
| Source note | uspto-grants-2016_06 |