HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 2-(1H-pyrazol-4-yl)-N-(pyridin-2-yl)thiazol-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | N-(2-(1-(4-methoxybenzyl)-1H-pyrazol-4-yl)thiazol-4-yl)pyridin-2-amine | HCID 67344078 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | 2-(1H-pyrazol-4-yl)-N-(pyridin-2-yl)thiazol-4-amine | HCID 53259030 | 61.5% |
Reaction Steps
According to Scheme 1 Step 10: A solution of N-(2-(1-(4-methoxybenzyl)-1H-pyrazol-4-yl)thiazol-4-yl)pyridin-2-amine (0.39 mmol, 143 mg) in TFA (2 mL) was microwaved for 10 minutes at 120° C. The reaction mixture was neutralized with a solution of NaOH (1 M) and was extracted with DCM. The organic phase was dried over MgSO4, was filtered and was concentrated. The resulting crude product was purified by flash chromatography over silica gel using DCM/EtOH/NH3 (100:0:0 to 90:9:1) as eluent to yield 2-(1H-pyrazol-4-yl)-N-(pyridin-2-yl)thiazol-4-amine (0.24 mmol, 58 mg, 61%) as an orange solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08604033B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-44587745a4cf4994a2e4a1936fb4ff94 |
| Source note | uspto-grants-2013_12 |