HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Bromoisoquinoline → 2-[1-(4-Isoquinolyl)-4-piperidyl]ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Bromoisoquinoline | HCID 73743 | — |
| Reactant | 4-Piperidineethanol | HCID 73953 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Catalyst | Binap, (A+-)- | HCID 634876 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Product | 2-[1-(4-Isoquinolyl)-4-piperidyl]ethanol | HCID 21096921 | 65.7% |
Reaction Steps
The process is performed according to the protocol described in Example 2 (step 2.1). Starting with 1 g (4.81 mmol) of 4-bromoisoquinoline, 0.683 g (5.29 mmol) of 2-(4-piperidyl)ethanol, 1.11 g (11.50 mmol) of sodium tert-butoxide, 0.090 g (0.144 mmol) of BINAP and 0.044 g (0.048 mmol) of tris(dibenzylideneacetone)dipalladium, and after chromatography on silica gel, eluting with a 97/3 and then 95/5 mixture of dichloromethane and methanol, 0.810 g of product is obtained in the form of a viscous green liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07214798B2 |
| Source dataset | uspto-grants-2007_05 |
| ORD ID | ord-5517e6924c554dd4b664e7c748c8522a |
| Source note | uspto-grants-2007_05 |