HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanolamine → 2-[2-(Tert-butyl-dimethyl-silanyloxy)-2-(6-chloro-pyridin-3-yl)-ethylamino]-ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanolamine | HCID 700 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (R)-Toluene-4-sulfonic acid 2-(tert-butyl-dimethyl-silanyloxy)-2-(6-chloro-pyridin-3-yl)-ethyl ester | HCID 12972452 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 2-[2-(Tert-butyl-dimethyl-silanyloxy)-2-(6-chloro-pyridin-3-yl)-ethylamino]-ethanol | HCID 22326599 | — |
Reaction Steps
A solution of ethanolamine (1.2 mL), (R)-toluene-4-sulfonic acid 2-(tert-butyl-dimethyl-silanyloxy)-2-(6-chloro-pyridin-3-yl)-ethyl ester (2.2 g) and diisopropylethylamine (1.3 mL) in DMSO (5 mL) was heated at 80° C. for 4 h. After cooling, the reaction solution was diluted into ethyl acetate, washed with water (2×), brine, dried (Na2SO4) and concentrated in vacuo to afford the title compound (I-3a) as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06939867B2 |
| Source dataset | uspto-grants-2005_09 |
| ORD ID | ord-36517c098c754ee08dfc6692c91367f0 |
| Source note | uspto-grants-2005_09 |