Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (S)-3-fluoropyrrolidine | HCID 7016277 | — |
| 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 178525786 | HCID 178525786 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178521011 | HCID 178521011 | — |
Reaction Steps
(S)-3-Fluoropyrrolidine (175 μmol) was added to a vial followed by N,N-dimethylformamide (200 μL), triethylamine (35 μL, 250 μmol) and (R)-1-(2-(2-cyclopropylpyrimidin-4-yl)-3H-imidazo[4,5-b]pyridin-5-yl)piperidine-3-carboxylic acid (200 μL, 50 μmol, 0.25 M in N,N-dimethylformamide) and O-(7-azabenzotriazol-1-yl)-N,N,N′,N′,-tetramethyluronium hexafluorophosphate (HATU) (250 μL, 100 μmol, 0.4 M solution in N,N-dimethylformamide). The reaction mixture was shaken at 50° C. for 16 h. The solvent was evaporated by Speedvac and the residue was purified via preparative HPLC to afford the title compound. MS API-ES+ (M+H) 436; HPLC retention time 2.521 min (Method C).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09296745B2 |
|---|
| Source dataset | uspto-grants-2016_03 |
|---|
| ORD ID | ord-9f84eaf5dbec48c0a4e0feb4da466baf |
|---|
| Source note | uspto-grants-2016_03 |
|---|
