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 118272362 | HCID 118272362 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 118271819 | HCID 118271819 | — |
Reaction Steps
A mixture of 4,6-dichloro-2-(methoxymethyl)nicotinonitrile (75.7 mg, 0.349 mmol), (R)-1-(1-phenylethyl)urea (77 mg, 0.469 mmol) and Xantphos G2 (39 mg, 0.044 mmol) in THF (2 ml) was sealed, sparged with argon, charged with triethylamine (0.17 ml, 1.220 mmol) and heated to 50° C. for 17 hr. The mixture was cooled and filtered through celite, eluted with EtOAc before it was concentrated in vacuo and purified via flash chromatography (25-100% Et2O/hexane) to provide (R)-1-(4-chloro-5-cyano-6-(methoxymethyl)pyridin-2-yl)-3-(1-phenylethyl)urea. MS ESI calc'd for C17H18ClN4O2 [M+H]+ 345. found 345.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09233979B2 |
|---|
| Source dataset | uspto-grants-2016_01 |
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| ORD ID | ord-32deadfe528941fca8d50a7a455535de |
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| Source note | uspto-grants-2016_01 |
|---|