HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-(5-Bromothiophen-2-yl)-2-methylsulfanylpyrimidine → N-(2-t-butoxycarbonylaminophenyl)-4-{5-[2-(methylthio)pyrimidin-4-yl]thien-2-yl}benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-(5-Bromothiophen-2-yl)-2-methylsulfanylpyrimidine | HCID 2820534 | — |
| Reactant | N-(2-t-Butoxycarbonylaminophenyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide | HCID 59830883 | — |
| Solvent | Water ethylacetate | HCID 22728543 | — |
| Product | N-(2-t-butoxycarbonylaminophenyl)-4-{5-[2-(methylthio)pyrimidin-4-yl]thien-2-yl}benzamide | HCID 68408076 | — |
Reaction Steps
Using an analogous procedure to that described in Method 4, N-(2-t-butoxycarbonylaminophenyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide (Method 13, 219 mg, 0.5 mmol) was reacted with 4-(5-bromothien-2-yl)-2-(methylthio)pyrimidine (145 mg, 0.5 mmol). The crude residue stirred in ethyl acetate/water for 1 hour before being filtered, and the aqueous removed using a Varian Chem Elut Column (CE1010). The resulting solution was concentrated and recrystallised from methanol to give the title compound; Mass Spectrum: M+H+-Boc 463.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08247562B2 |
| Source dataset | uspto-grants-2012_08 |
| ORD ID | ord-1894dd042f2441bc8f8753e2c3887135 |
| Source note | uspto-grants-2012_08 |