HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) → Methyl 2-(6-(3-chlorophenyl)picolinamido)-2-methylpropanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 2733084 | — |
| Reactant | Methyl 2-amino-2-methylpropanoate | HCID 4186341 | — |
| Reactant | 6-(3-Chlorophenyl)picolinic acid | HCID 24730135 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 2-(6-(3-chlorophenyl)picolinamido)-2-methylpropanoate | HCID 71087931 | — |
Reaction Steps
A solution of 6-(3-chlorophenyl)-2-pyridinecarboxylic acid (CAN 863704-38-5, 0.2 mmol), 2-methyl-alanine methyl ester (0.2 mmol) and HBTU (CAN 94790-37-1, 114 mg, 0.3 mmol) in DMF (0.5 mL) was stirred for 20 h at room temperature. The crude reaction mixture was concentrated in vacuo by centrifugation and purified by flash chromatography (silica gel, 20 g, 0% to 100% ethyl acetate in heptane) to give the desired product together with some impurities (73 mg, 116%) as light yellow oil; MS (LC/MS): 333.1 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09321727B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-1567794216904e0a92c6d11720324954 |
| Source note | uspto-grants-2016_04 |