HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 58497456, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | ethyl (3R)-3-amino-3-phenylpropanoate hydrochloride | HCID 2734508 | — |
| Reactant | 2,4-Dichloro-6-methyl-3-nitropyridine | HCID 2784819 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 58497456 | HCID 58497456 | 51.3% |
Reaction Steps
To a solution of 2,4-dichloro-6-methyl-3-nitropyridine (900 mg, 4.35 mmol) in DMA (8 mL) were added (R)-3-amino-3-phenylpropionic acid ethyl ester HCl (799 mg, 3.48 mmol) and DIPEA (1.6 mL, 8.70 mmol). The reaction mixture was stirred at room temperature for 12 hours. The reaction was then diluted with ethyl acetate and washed with water twice. The organic phase was dried over Na2SO4 and concentrated to give yellow oil. The resulting oily residue was purified by silica gel preparative TLC using 99:1 CH2Cl2:MeOH as an eluent to afford 650 mg (51%) of the title compound as a light orange oil. LCMS, M++1, m/z: 364.15.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09062056B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-9a91c91768f347868d3ed6c22ae77413 |
| Source note | uspto-grants-2015_06 |