HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 58692691, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-tert-Butylbenzoyl chloride | HCID 74372 | — |
| Reactant | 2-Methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-amine | HCID 59557920 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 58692691 | HCID 58692691 | 52.2% |
Reaction Steps
[2-Methoxy-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridin-3-ylamine (319 mg, 1.28 mmol) was dissolved in dichloromethane (5 mL). Triethylamine (117 μL, 1.40 mmol) and 4-tert-butylbenzoyl chloride (274 μL, 1.40 mmol) were added and the reaction was stirred at room temperature for 10 minutes. The crude mixture was absorbed onto silica and purified by column chromatography to give the title compound as an off-white solid (274 mg, 52% yield). MS (ES+) m/e=411. 1H NMR (CDCl3) δH 1.36 (12H, s), 1.39 (9H, s), 4.10 (3H, s), 7.55 (2H, d), 7.86 (2H, d), 8.28 (1H, s), 8.36 (1H, br s), 9.07 (1H, s).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08338597B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-c4c9611aed1c476eb85dd507736155f8 |
| Source note | uspto-grants-2012_12 |