HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 52936081, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | HCID 67195560 | HCID 67195560 | — |
| Reactant | HCID 68345602 | HCID 68345602 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ammonium Chloride | HCID 25517 | — |
| Product | HCID 52936081 | HCID 52936081 | — |
Reaction Steps
To a solution of 1-(4-fluorophenyl)-1H-pyrazolo[3,4-d]pyridazine-4-carboxylic acid (55.0 mg, 0.213 mmol), C-(2-methanesulfonyl-pyridin-4-yl)-methylamine trifluoroacetic acid salt (80.0 mg, 0.266 mmol) and DIPEA (112 μL, 0.644 mmol) in DMF (3.0 mL) is added TBTU (93.0 mg, 0.290 mmol). After 30 minutes, the mixture is diluted with saturated aqueous ammonium chloride (20 mL) and extracted with EtOAc (3×15 mL). The combined organic layers are washed with brine (4×5 mL), dried over MgSO4, filtered and concentrated in vacuo. The residue is purified by silica gel chromatography eluting with a gradient of 25-100% EtOAc in hexanes. The resulting solid is triturated with ethyl ether to afford the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08927550B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-53853eb25e064b8e86c30d6a2100ee24 |
| Source note | uspto-grants-2015_01 |