HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → [1-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-(1-isopropyl-piperidin-4-yloxy)-1H-pyrrolo[2,3-b]pyridin-2-yl]-(4,4-difluoro-piperidin-1-yl)-methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | (2-Bromoethoxy)-tert-butyldimethylsilane | HCID 3608067 | — |
| Reactant | (4,4-Difluoro-piperidin-1-yl)-[5-(1-isopropyl-piperidin-4-yloxy)-1H-pyrrolo[2,3-b]pyridin-2-yl]-methanone | HCID 16727356 | — |
| Product | [1-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-5-(1-isopropyl-piperidin-4-yloxy)-1H-pyrrolo[2,3-b]pyridin-2-yl]-(4,4-difluoro-piperidin-1-yl)-methanone | HCID 68423931 | 29% |
Reaction Steps
The title compound was synthesized in analogy to example 18 from (4,4-difluoro-piperidin-1-yl)-[5-(1-isopropyl-piperidin-4-yloxy)-1H-pyrrolo[2,3-b]pyridin-2-yl]methanone (example 13), sodium hydride and (2-bromoethoxy)-tert-butyldimethylsilane, to give the desired product as a light yellow solid (29%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07622466B2 |
| Source dataset | uspto-grants-2009_11 |
| ORD ID | ord-6fd1fa1308a84443940ca09cc2c42a33 |
| Source note | uspto-grants-2009_11 |