HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 178465612, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethanimidic acid, methyl ester, hydrochloride (1:1) | HCID 10313100 | — |
| Reactant | 2-[[(1S)-2-Amino-1-phenylethyl]oxy]-4-chloro-5-fluorobenzonitrile (E)-butenedioate | HCID 131726460 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178465612 | HCID 178465612 | 99.4% |
Reaction Steps
The title compound was prepared by treating the product of Example 1 step (c) (0.2 g) in dry THF (10 ml) with methyl acetimidate hydrochloride (75 mg) followed by triethylamine (0.1 ml) and stirring overnight. The reaction mixture was poured into water and extracted with ethyl acetate. The extract was evaporated and the residue purified by chromatography (silica, 2–20% 7M ammonia in methanol/dichloromethane as eluent) to give a glassy solid. The solid was dissolved in methanol (10 ml), treated with 1M HCl in ether (1 ml) then evaporated. The residue was triturated with ether to give the title compound as a cream solid (90 mg). M.p. 133–135° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07223794B2 |
| Source dataset | uspto-grants-2007_05 |
| ORD ID | ord-74f489f7aaf84e4ca55147812efc8191 |
| Source note | uspto-grants-2007_05 |