HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 58155399, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Ethylamine | HCID 6341 | — |
| Reactant | Trimethylaluminum | HCID 16682925 | — |
| Reactant | HCID 59596848 | HCID 59596848 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Heptane | HCID 8900 | — |
| Product | HCID 58155399 | HCID 58155399 | 48% |
Reaction Steps
105 mg (0.26 mmol) of 2-[[2-[4-(3-fluoro-benzyloxy)-3-methoxy-phenyl]-ethyl]-(cyclopropylmethyl)amino]-acetic acid methyl ester were dissolved in 5 ml of dry toluene. 0.5 ml of a 2 M (1 mmol) solution of ethylamine in tetrahydrofuran were added at 0° C., followed by 0.4 ml (0.8 mmol) of a 2 M solution of trimethyl aluminium in heptane. The reaction was stirred for 4 hours at room temperature. The solution was cooled to 0° C. and poured into methanol. The solvent was removed and the crude product was purified by flash chromatography (ethyl acetate/hexane 0:100→85:15 gradient v:v) to obtain 52 mg (48% yield) of the title compound as a hygroscopic solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07855227B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-241fcda60f764edd85e87b706da9f669 |
| Source note | uspto-grants-2010_12 |