HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzoic Acid → HCID 58504550, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzoic Acid | HCID 243 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | HCID 58504604 | HCID 58504604 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58504550 | HCID 58504550 | 77.1% |
Reaction Steps
To benzoic acid (30.6 mg, 0.250 mmol) in DMF (2 mL) was added HATU (105 mg, 0.275 mmol) followed by Hunig's base (0.18 mL, 1.00 mmol). After 15 minutes, 4-[6-[(3R)-3-amino-1-piperidinyl]-2-(methylamino)-4-pyrimidinyl]-2-fluorobenzonitrile (100 mg, 0.250 mmol) was added, and the reaction mixture was stirred at room temperature for 30 minutes. Water was added (˜10 mL), and a solid precipitated. The mixture was filtered, and the solid was washed with water and air dried to afford the crude title compound (83 mg) as a yellow solid. LC-MS (ES) m/z=431 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08697685B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-fa45968a8b374735ae0133a43f545fb8 |
| Source note | uspto-grants-2014_04 |