HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 67047767, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | HCID 67047975 | HCID 67047975 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67047767 | HCID 67047767 | — |
Reaction Steps
Add ethylchloroformate (0.18 g, 1.63 mmol) to a solution of C-(5-phenylethynyl-pyridin -3-yl)-methylamine, (prepared as described in EXAMPLE 167), (0.20 g, 0.82 mmol) and triethylamine (0.33 g, 3.27 mmol) in dichloromethane (1.6 mL). Stir overnight, and dilute with dichloromethane. Wash with an aqueous saturated solution of sodium bicarbonate, dry (magnesium sulfate), filter and concentrate. Purify by silica gel chromatography, eluting with 50:50 ethyl acetate:hexanes, to give the free base of the title compound. Dissolve the free base in diethyl ether and add a 1 M solution of hydrogen chloride (1.1 eq.) in diethyl ether. Stir for 2 h and collect the precipitated solid by filtration to give the title compound (0.18 g, 70%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07915424B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-4be3e68847054176b07aba4c309b9aa6 |
| Source note | uspto-grants-2011_03 |