HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(Tributylstannyl)pyridine → Benzyl carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(Tributylstannyl)pyridine | HCID 607784 | — |
| Reactant | [1-(3-Iodo-imidazo[1,2-a]pyrazin-2-yl)-ethyl]-carbamic acid benzyl ester | HCID 67432906 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | Benzyl carbamate | HCID 12136 | — |
Reaction Conditions
| Temperature | 110 °C |
|---|
Reaction Steps
To a solution of [1-(3-iodo-imidazo[1,2-a]pyrazin-2-yl)-ethyl]-carbamic acid benzyl ester (1.6 g, 3.79 mmol) and 2-tributylstannanyl pyridine (4.1 g, 11.37 mmol) in 1,4-dioxane (20 mL) was added Pd(PPh3)4 (50 mg, 0.4 mmol) at rt. The reaction mixture was stirred overnight at 110° C. After completion of the reaction, the mixture was concentrated in vacuo. The crude product was purified by column chromatography using silica gel (100-200 mesh) and 0-40% acetone in hexane to provide [1-(3-pyridin-2-yl-imidazo 1,2-a]pyrazin-2-yl)-ethyl]-carbamic acid benzyl ester: LC-MS (ESI) m/z 374.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08575183B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-74f01aaee58b4abf978447d0b24c5b8b |
| Source note | uspto-grants-2013_11 |