HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 17968176, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 6-Bromomethyl-7-(2,2-dimethyl-propyl)-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile | HCID 11312825 | — |
| Reactant | 1-Oxa-8-thia-3-azaspiro[4.5]decane-2,4-dione | HCID 17968175 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 17968176 | HCID 17968176 | 39.5% |
Reaction Steps
To a solution of 200 mg (0.52 mmoles) of 6-bromomethyl-7-(2,2-dimethyl-propyl)-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile and 146 mg (0.78 mmoles) of 1-oxa-8-thia-3-aza-spiro[4.5]decane-2,4-dione in 5 ml of DMF, 117 mg (0.846 mmoles) of K2CO3 is added at ambient temperature. After being stirred for 18 hours, the reaction mixture is quenched with H2O and extracted with AcOEt. The combined extracts are washed with brine, dried over MgSO4 and concentrated under reduced pressure. The residue is purified by reverse-phase HPLC to give 85 mg of disired 7-(2,2-dimethyl-propyl)-6-(2,4-dioxo-1-oxa-8-thia-3-aza-spiro[4.5]dec-3-ylmethyl)-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile (NVP-TAB516-NX) in 32% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07452886B2 |
| Source dataset | uspto-grants-2008_11 |
| ORD ID | ord-dd594fcec9014ff68220c91ab4a950b3 |
| Source note | uspto-grants-2008_11 |