Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Bromomethylcyclopropane | HCID 81503 | — |
| Reactant | 7-iodo-1H-pyrazolo[4,3-b]pyridine | HCID 67469559 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67469682 | HCID 67469682 | — |
| Product | 1-(cyclopropylmethyl)-7-iodo-1H-pyrazolo[4,3-b]pyridine | HCID 67470500 | — |
Reaction Steps
7-Iodo-1H-pyrazolo[4,3-b]pyridine (50 mg, 0.204 mmol), bromomethylcyclopropane (27.5 mg, 0.204 mmol) and cesium carbonate (133 mg, 0.408 mmol) in DMF (1.0 mL) were heated in a microwave at 80° C. for 15 minutes. Additional bromomethylcyclopropane (27.5 mg, 0.204 mmol) was then added and the reaction was further heated in a microwave at 80° C. for 30 minutes. The reaction was cooled and poured into water (10 mL) and extracted with ethyl acetate (5 mL). The organic layer was dried over sodium sulfate, filtered and concentrated in vacuo to give 1-(cyclopropylmethyl)-7-iodo-1H-pyrazolo[4,3-b]pyridine and 2-(cyclopropylmethyl)-7-iodo-2H-pyrazolo[4,3-b]pyridine as a mixture (60/40); MS [M+H] found 300.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09073918B2 |
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| Source dataset | uspto-grants-2015_07 |
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| ORD ID | ord-939d4880013147b58564dcdaf7e07465 |
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| Source note | uspto-grants-2015_07 |
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