Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 3161664 | HCID 3161664 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68413945 | HCID 68413945 | — |
Reaction Steps
To a solution of 0.72 g of 3-(3,4-diethoxy-phenyl)-propionic acid in 10 mL THF were added 1.6 mL of DIPEA, 0.45 g of HOBt, 0.63 g of EDC and 10 mL of MeNH2 (2M in THF). The reaction mixture was heated in a closed vessel overnight at 70° C. Further additions of MeNH2 were done during the next 12 h. The mixture was then concentrated in vacuo, the residue was taken up in sat. aq. NaHCO3 and washed with EtOAc (2×). The organic layers were combined, washed with brine, dried over MgSO4 and concentrated in vacuo. Purification by CC with EtOAc yielded 0.16 g of 3-(3,4-diethoxy-phenyl)-N-methyl-propionamide as solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08202885B2 |
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| Source dataset | uspto-grants-2012_06 |
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| ORD ID | ord-46f76b843a4a402dbb9b0592528d1678 |
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| Source note | uspto-grants-2012_06 |
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