HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Anhydride → HCID 57440852, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 9818527 | HCID 9818527 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 57440852 | HCID 57440852 | 45% |
Reaction Steps
Acetic anhydride (0.12 mL, 1.24 mmole) was added to a solution of (E)-3-(6-aminopyridin-3-yl)-N-(1-methyl-1H-indol-3-ylmethyl)-N-methylacrylamide (0.10 g, 0.31 mmole) and sodium bicarbonate (0.13 g, 1.55 mmole) in THF (20 mL) at RT, and the reaction was heated at reflux under nitrogen. After 48 hr, the reaction was concentrated in vacuo and the residue was diluted with water and extracted with ethyl acetate. The combined extracts were dried over Na2SO4 and concentrated. Flash chromatography on silica gel (ethyl acetate) gave the title compound (50 mg. 45%) as a white solid: MS (ES) m/e 363 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08173646B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-12d6d2c4745e4505afc97f29ce841283 |
| Source note | uspto-grants-2012_05 |