HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → trans-2-(5-Bromo-2-chloro-pyrimidin-4-ylamino)-cyclohexanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 5-Bromo-2,4-dichloropyrimidine | HCID 289973 | — |
| Reactant | Cyclohexanol, 2-amino-, hydrochloride (1:1), (1R,2R)- | HCID 12228412 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | trans-2-(5-Bromo-2-chloro-pyrimidin-4-ylamino)-cyclohexanol | HCID 87694143 | — |
Reaction Steps
An ice-cooled solution of 2.28 g (10.0 mmol) of 5-Bromo-2,4-dichloropyrimidine and 3.4 ml (24.0 mmol) of triethylamine in 10 ml of acetonitrile is mixed with 1.82 g (12.1 mmol) of trans-2-aminocyclohexanol hydrochloride. After 16 hours at room temperature the batch is filtrated and the filtrate is concentrated by evaporation. The remaining residue is purified by chromatography (hexane/ethyl acetate: 1:1). 1.61 g (5.3 mmol, corresponding to 53% of theory) of the product is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07456191B2 |
| Source dataset | uspto-grants-2008_11 |
| ORD ID | ord-2d6e1f60cf1947a9bcb911090491f438 |
| Source note | uspto-grants-2008_11 |