HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 86660590, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methyl 2-(bromomethyl)-3-nitrobenzoate | HCID 1487795 | — |
| Reactant | HCID 86660583 | HCID 86660583 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86660590 | HCID 86660590 | 60% |
Reaction Steps
To a stirred mixture of 18 (0.25 g, 0.912 mmol) and 4 (0.337 g, 0.912 mmol) in DMF (3.0 mL) was added triethylamine (0.320 mL, 2.28 mmol) and resulting mixture was stirred at 114° C. to 130° C. After 18 h, the mixture was cooled and concentrated. Purification by flash chromatography (95:5 DCM:MeOH) afforded 19 (0.27 g, 60%) as a light brown fluffy solid. 1H NMR (400 MHz, DMSO) δ 10.99 (s, 1H), 8.45 (d, J=8.2 Hz, 1H), 8.08 (d, J=7.6 Hz, 1H), 7.94 (s, 1H), 7.80 (dd, J=7.8 Hz, 7.8 Hz, 1H), 7.44-7.19 (m, 5H), 5.17-4.84 (m, 4H), 3.05-2.96 (m, 2H), 2.69-2.52 (m, 3H), 2.20-1.94 (m, 3H), 1.35 (m, 4H). MS (ESI) m/z calcd for C25H27N4O7 [M+H]+ 495.5, found 495.9.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09193989B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-f86bf381dceb405a838a92969867f455 |
| Source note | uspto-grants-2015_11 |