HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetylglycine → HCID 60646216, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetylglycine | HCID 10972 | — |
| Reactant | Propargylamine | HCID 239041 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 60646216 | HCID 60646216 | 83% |
Reaction Steps
To a solution of N-acetylglycine (200 mg, 1.71 mmol), DMAP (11 mg, 0.09 mmol) and EDC hydrochloride (360 mg, 1.88 mmol) in DCM (10 mL) was added propargylamine (109 μL, 1.71 mmol). The reaction mixture was stirred at RT overnight and then evaporated in vacuo. The residue was purified by flash column chromatography, eluting with 0 to 5% methanol in DCM, to afford the title compound (12) (218 mg, 83%) as a white solid: 1H NMR (500 MHz, CDCl3) δ: 2.07 (3H, s), 2.25 (1H, t), 3.95 (2H, d), 4.07 (2H, dd), 6.34 (1H, br s), 6.49 (1H, b s).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08741909B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-6b94b1efc0714b38abf5703ea2191f20 |
| Source note | uspto-grants-2014_06 |