HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isopropenyl chloroformate → Isopropenyl N-[4-bromo-2-fluoro-5-(7-methyl-2-methylsulfanyl-pyrido[2,3-d]pyrimidin-6-yl)phenyl]carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isopropenyl chloroformate | HCID 93846 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4-Bromo-2-fluoro-5-(7-methyl-2-(methylthio)pyrido[2,3-d]pyrimidin-6-yl)aniline | HCID 89814189 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Isopropenyl N-[4-bromo-2-fluoro-5-(7-methyl-2-methylsulfanyl-pyrido[2,3-d]pyrimidin-6-yl)phenyl]carbamate | HCID 89813406 | 100% |
Reaction Steps
Treat a mixture of 4-bromo-2-fluoro-5-(7-methyl-2-(methylthio)pyrido[2,3-d]pyrimidin-6-yl)aniline (0.20 g, 0.527 mmol) in EtOAc (10 mL) and saturated. NaHCO3 (10 ml) with isopropenyl chloroformate (0.064 ml, 0.580 mmol) and stir the biphasic mixture vigorously at RT for 4 h. Separate the layers, extract the aqueous layer with additional EtOAc (1×), wash the combined organics with brine, dry over Na2SO4 and concentrate to dryness to afford the title compound (assume 100% yield). MS (m/z): 463.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09334267B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-c22dd0fcca84494dbcb16cd060fc776e |
| Source note | uspto-grants-2016_05 |