Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-Chloro-2-(methylsulfanyl)pyrimidine-5-carbonitrile | HCID 13114183 | — |
| Reactant | Hydrochloride methanol | HCID 21893726 | — |
| Product | HCID 118162165 | HCID 118162165 | 96% |
Reaction Steps
The compound isolated above, 3-amino-2,2-dimethylcyclobutyl)MeOH hydrochloride (1.0 equiv.) and 4-chloro-2-(methylthio)pyrimidine-5-carbonitrile (1.0 equiv.) were dissolved in DIEA (3.0 equiv.) and ethanol (0.4 M). The solution was heated to 40° C. for 1 h. The reaction was concentrated under reduced pressure and the yellow residue purified via biotage chromatography (0-60% ethyl acetate in hexanes, then 60% ethyl acetate in hexanes) to afford the title compound (96% yield). MS(ESI) m/z 278.6[M]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09156798B2 |
|---|
| Source dataset | uspto-grants-2015_10 |
|---|
| ORD ID | ord-f8f46c33844c4bf6a3ca8c4b20998cdc |
|---|
| Source note | uspto-grants-2015_10 |
|---|
