Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Reactant | (R)-1-(1-phenylethyl)urea | HCID 13013340 | — |
| Reactant | HCID 118271831 | HCID 118271831 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 118272458 | HCID 118272458 | — |
Reaction Steps
A mixture of (4,6-dichloro-3-cyanopyridin-2-yl)methyl acetate (366.3 mg, 1.495 mmol), (R)-1-(1-phenylethyl)urea (443 mg, 2.70 mmol) and Xantphos G2 precatalyst (130 mg, 0.146 mmol) in THF (2 ml) was sealed, sparged with argon, charged with triethylamine (0.73 ml, 5.24 mmol) and heated to 50° C. for 17 hr. The mixture was filtered through celite, eluted with EtOAc, concentrated in vacuo and purified via flash chromatography (25-100% Et2O/Hex) to provide (R)-(4-chloro-3-cyano-6-(3-(1-phenylethyl)ureido)pyridin-2-yl)methyl acetate. MS ESI calc'd. For C18H18ClN4O3 [M+H]+ 373. found 373.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09233979B2 |
|---|
| Source dataset | uspto-grants-2016_01 |
|---|
| ORD ID | ord-01d4e247dd3f4fb6ae5e5ed695468867 |
|---|
| Source note | uspto-grants-2016_01 |
|---|
