HuagongsheHuagongshe Chemistry Print Report · For research reference only
Glycolic Acid → HCID 117987622, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Glycolic Acid | HCID 757 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| 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 117988120 | HCID 117988120 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 117987622 | HCID 117987622 | 87.9% |
Reaction Steps
To a solution of 1-(2,6-difluorophenyl)-4-methoxy-3-(4-(piperazin-1-yl)phenyl)-1H-pyrazolo[4,3-c]pyridine (220 mg) obtained in Step D of Example 311, 2-hydroxyacetic acid (42 mg) and triethylamine (158 mg) in anhydrous THF (5 mL) was added O-(7-azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate (297 mg) under ice-cooling, and the mixture was stirred at room temperature for 2 hr. The reaction mixture was added to water, and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate, and the residue was purified by thin layer silica gel chromatography (ethyl acetate) to give the title compound (220 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09371320B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-d888be5d2a2547719b3e4777e01a959d |
| Source note | uspto-grants-2016_06 |