HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → 2-Ethyl-6-(((triisopropylsilyl)oxy)methyl)nicotinonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | 2-(Methylsulfonyl)-6-(((triisopropylsilyl)oxy)methyl)nicotinonitrile | HCID 68526961 | — |
| Reactant | HCID 178418443 | HCID 178418443 | — |
| Product | 2-Ethyl-6-(((triisopropylsilyl)oxy)methyl)nicotinonitrile | HCID 68524507 | — |
Reaction Steps
The crude product of the title compound was synthesized by conducting the similar reaction to that mentioned in Example 24 (24c) using 2-(methylsulfonyl)-6-{[(triisopropylsilyl)oxy]methyl}nicotinonitrile (0.78 g, 2.1 mmol) that was obtained in Example 24 (24b) and a 3.0 M solution of ethylmagnesium bromide in ether (1.4 ml, 4.2 mmol). Subsequently, the crude product of the title compound thus obtained was purified by chromatography on a silica gel column using a mixed solvent of ethyl acetate and hexane (0:10 to 1:9) as the eluent to afford the title compound (0.65 g) in a yield of 97% as a white crystalline solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07687491B2 |
| Source dataset | uspto-grants-2010_03 |
| ORD ID | ord-99af06373d2943f291732fbc25d5080e |
| Source note | uspto-grants-2010_03 |