HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethyl Sulfoxide → HCID 86729780, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | Toluene | HCID 1140 | — |
| Reactant | 3-Methylglutaric anhydride | HCID 77828 | — |
| Reactant | 5-Aminopyridine-2-carbonitrile | HCID 3871395 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 86729780 | HCID 86729780 | 48.2% |
Reaction Steps
A solution of 5-aminopyridine-2-carbonitrile (300.0 mg, 2.518 mmol) and 4-methyldihydro-2H-pyran-2,6(3H)-dione (354.931 mg, 2.77 mmol) in a mixed solvent of toluene (7 mL) and DMSO (0.7 mL) was stirred at 110° C. for 16 hr. To the reaction mixture was added cold water, and the mixture was extracted with ethyl acetate (4×30 mL). The organic layer was washed with water, and dried, and the solvent was evaporated under reduced pressure. The obtained solid was washed with 50% dichloromethane/hexane solution to give 4-(6-cyanopyridin-3-ylcarbamoyl)-3-methylbutyric acid (300 mg, 48.2%) as a pale-yellow powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09120776B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-b2e84965bf1e47b0ad1af394ae39419a |
| Source note | uspto-grants-2015_09 |