HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → HCID 86707838, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Ammonium Acetate | HCID 517165 | — |
| Reactant | Methyl 2-{[6-(2-cyanophenyl)pyridin-3-yl]methyl}-3-oxohexanoate | HCID 86707837 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 86707838 | HCID 86707838 | 95.2% |
Reaction Steps
Process 2: A toluene (45 mL)-acetic acid (5 mL) mixture containing methyl 2-{[6-(2-cyanophenyl)pyridin-3-yl]methyl}-3-oxohexanoate (1.2 g, 3.6 mmol) and ammonium acetate (8.3 g, 108 mmol) was refluxed under heating for 1 hour. After cooling to room temperature, saturated aqueous solution of sodium hydrogen carbonate was added and extraction was carried out with toluene. After washing with brine, it was dried over anhydrous sodium sulfate and concentrated in vacuo to give methyl (Z)-3-amino-2-{[6-(2-cyanophenyl)pyridin-3-yl]methyl}-2-hexenoate (1.15 g) as brown oil crude product. It was used for the next process without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09315493B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-06971f98f25b4a61a7601d72a93b5b74 |
| Source note | uspto-grants-2016_04 |