Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethylenediamine | HCID 3301 | — |
| Reactant | HCID 67386184 | HCID 67386184 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Product | HCID 59363383 | HCID 59363383 | 74% |
Reaction Steps
1-[(S)-1-(2,2-Dimethyl-propane-1-sulfonyl)-piperidin-3-yl]-3-[5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazin-2-yl]-urea (0.045 g, 0.086 mmol) was dissolved in 1M HCl in acetic acid (0.9 mL) and stirred at 60° C. After 1.5 hours the solvent was evaporated and the residue was dried under high vacuum. The remaining oil was taken up in MeOH:H2O:EtN 8:1:1 (0.9 mL) and ethylenediamine (0.029 mL, 0.429 mmol) was added. The yellow solution stirred at RT overnight. The solvent was evaporated and the residue was purified by SiO2 chromatography (8 g SiO2, DCM:MeOH 0 to 5% MeOH) to give 0.025 g of 1-[(S)-1-(2,2-dimethyl-propane-1-sulfonyl)-piperidin-3-yl]-3-(5H-pyrrolo[2,3-b]pyrazin-2-yl)-urea as an off-white solid (74% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08012974B2 |
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| Source dataset | uspto-grants-2011_09 |
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| ORD ID | ord-693e019aaf844f10883fbee85892a992 |
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| Source note | uspto-grants-2011_09 |
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