Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-(Dicyclohexylphosphino)-2'-(dimethylamino)biphenyl | HCID 2734217 | — |
| Reactant | HCID 86729624 | HCID 86729624 | — |
| Reactant | HCID 86729647 | HCID 86729647 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | 1-Pentanol | HCID 6276 | — |
| Product | HCID 86729646 | HCID 86729646 | 62% |
Reaction Steps
To a mixture of N-(2-((2,5-dichloropyrimidin-4-yl)amino)phenyl)acrylamide (15 mg, 49 umol), tert-butyl(3-(4-amino-2-carbamoyl-5-methylphenoxy)propyl)carbamate (22 mg, 68 umol), and sodium carbonate (25 mg, 23 umol) in 1 mL of amyl alcohol under Ar, was added Pd2(dba)3 (9.6 mg) and DavePhos (15 mg). The resulting mixture was heated at 100° C. for 2 hr. After filtration, the product was purified by prep-HPLC, giving 18 mg of white powder (62%). MS: m/z 596.2 (ES+, M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09145387B2 |
|---|
| Source dataset | uspto-grants-2015_09 |
|---|
| ORD ID | ord-3e6be042df934cd79717c71b48976dae |
|---|
| Source note | uspto-grants-2015_09 |
|---|
