Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Butyric Acid | HCID 264 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | HCID 59834726 | HCID 59834726 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 59834639 | HCID 59834639 | 43.2% |
Reaction Steps
Butyric acid (0.35 mmol) and 7-(2,2-dimethyl-propyl)-6-piperazin-1-ylmethyl-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile (0.29 mmol) are dissolved in DMF (10 ml) and cooled with ice. HOBt (0.42 mmol) and WSCD.HCl (0.42 mmol) are added to the cold solution, and the reaction mixture is stirred at 4° C.-25° C. overnight. After saturated ammonium chloride is added to the reaction mixture, the mixture is extracted with AcOEt. The organic layer is washed with saturated ammonium chloride and brine, dried over magnesium sulfate and evaporated down. The crude product is applied to silica gel column chromatography, which is eluted with following solvents: n-hexane:AcOEt=1:1 (v/v), n-hexane:AcOEt=1:4 (v/v) and n-hexane:AcOEt=1:9 (v/v). The solvent of the latter effluent is removed by evaporation and dried in vacuo to afford the title compound. yield 43.2%, Rf=0.19 (n-hexane:AcOEt=1:5).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07452886B2 |
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| Source dataset | uspto-grants-2008_11 |
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| ORD ID | ord-9ea0a9ceba2446e6b4763b062b475578 |
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| Source note | uspto-grants-2008_11 |
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