HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 2-methyl-2-(5-methyl-2-(1H-pyrazolo[3,4-b]pyridin-4-yl)thiazol-4-yl)propan-1-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 68088866 | HCID 68088866 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-methyl-2-(5-methyl-2-(1H-pyrazolo[3,4-b]pyridin-4-yl)thiazol-4-yl)propan-1-amine | HCID 49800215 | — |
Reaction Conditions
| Temperature | 170 °C |
|---|
Reaction Steps
N-[2-methyl-2-[5-methyl-2-(1H-pyrazolo[3,4-b]pyridin-4-yl)thiazol-4-yl]propyl]benzamide (55 mg, 0.1405 mmol) was dissolved in EtOH (1 mL) and treated with 5M NaOH (2.5 mL). The reaction was heated at 170° C. in the microwave for 500 minutes. The mixture was extracted with EtOAc followed by DCM and the combined organics were dried (MgSO4), filtered and concentrated in vacuo. The residue was purified by column chromatography (70:9:1, DCM/MeOH/NH4OH) to give the required product as a pale lemon solid (18.9 mg, 47% Yield). 1H NMR (DMSO, 400 MHz) δ 1.40 (6H, s), 2.61 (3H, s), 2.88 (2H, s), 7.51 (1H, s), 8.56 (2H, m); MS (ES+) 288.00
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08541445B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-2f3f310d033442ff98474ce85ccae493 |
| Source note | uspto-grants-2013_09 |