HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → {5-[6-(Thiazol-2-ylmethoxy)pyridazin-3-yl]-3,4,5,6-tetrahydro-1H-pyrrolo[3,4-c]pyrrol-2-yl}-(2-trifluoromethylphenyl)methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1,3-Thiazol-2-ylmethanol | HCID 2795213 | — |
| Reactant | [5-(6-Chloropyridazin-3-yl)-3,4,5,6-tetrahydro-1H-pyrrolo[3,4-c]pyrrol-2-yl](2-trifluoromethylphenyl)methanone | HCID 58075182 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | {5-[6-(Thiazol-2-ylmethoxy)pyridazin-3-yl]-3,4,5,6-tetrahydro-1H-pyrrolo[3,4-c]pyrrol-2-yl}-(2-trifluoromethylphenyl)methanone | HCID 58075186 | — |
Reaction Steps
Thiazol-2-ylmethanol (64 mg, 0.56 mmol) was dissolved in 2 ml of anhydrous DMF. After adding sodium hydride (42 mg, 55 percent suspension in oil), the mixture was stirred for 30 min, [5-(6-chloropyridazin-3-yl)-3,4,5,6-tetrahydro-1H-pyrrolo[3,4-c]pyrrol-2-yl](2-trifluoromethylphenyl)methanone (100 mg, 0.25 mmol) was added, and the mixture was stirred at 150° C. for 30 h. After concentrating, water and ethyl acetate were added, and the organic phase was removed, concentrated and purified by preparative HPLC (PR18, acetonitrile/water 0.1% TFA). Yield: 6 mg (5%), M+H+: 474.01.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08673917B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-28ddd7b2cb724a8e8f238fb1a33f495f |
| Source note | uspto-grants-2014_03 |