HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 178493291, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | 1-(1-Phenyl-1H-tetrazol-5-YL)piperazine | HCID 3825578 | — |
| Reactant | HCID 178493292 | HCID 178493292 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178493291 | HCID 178493291 | 4% |
Reaction Steps
A mixture of the solid containing 3-(carboxycarbonyl)-4-methoxy-1H-pyrrolo[2,3-b]pyridine 7-oxide from above (200 mg, 0.84 mmol), triethylamine (0.5 mL, sssss), 1-(1-phenyl-1H-tetrazol-5-yl)piperazine (234 mg, 1.01 mmol) and TBTU (404 mg, 1.26 mmol) was stirred at rt in DMF (1 mL) for 24 h. H2O was added and the reaction mixture was concentrated under reduced pressure. The residue was purified using reverse phase prep HPLC to afford the title compound as a white solid (15 mg, 4%). 1H NMR (500 MHz, CDCl3) δ ppm 3.32 (s, 2H) 3.37 (s, 2H) 3.56 (s, 2H) 3.79 (s, 2H) 4.13 (s, 3H) 6.83 (d, J=7.32 Hz, 1H) 7.53 (d, J=6.71 Hz, 1H) 7.54-7.60 (m, 3H) 8.16 (s, 1H) 8.34 (d, J=6.71 Hz, 1H). LCMS: m/e 449 (M+H)+, ret time 0.99 min (method 2).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07807676B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-581a1c12c1834b06989cd158ce5320e8 |
| Source note | uspto-grants-2010_10 |