HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Bromopropionic acid → 2-[4-(5-Chloro-2-cyanophenyl)-2-oxo-5-(2,2,2-trifluoroethoxy)pyridin-1(2H)-yl]propanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Bromopropionic acid | HCID 11729 | — |
| Reactant | Magnesium 2-methylpropan-2-olate | HCID 12040442 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | 4-Chloro-2-[2-oxo-5-(2,2,2-trifluoroethoxy)-1,2-dihydropyridin-4-yl]benzonitrile | HCID 117604827 | — |
| Product | 2-[4-(5-Chloro-2-cyanophenyl)-2-oxo-5-(2,2,2-trifluoroethoxy)pyridin-1(2H)-yl]propanoic acid | HCID 117622980 | — |
Reaction Steps
140 mg (purity 87%, 0.37 mmol) of 4-chloro-2-[2-oxo-5-(2,2,2-trifluoroethoxy)-1,2-dihydropyridin-4-yl]benzonitrile, 2.0 eq. of magnesium di-tert-butoxide, 1.05 eq. of potassium tert-butoxide and 1.5 eq. of 2-bromopropanoic acid (racemate) were reacted according to General Method 4A at 50° C. and, after aqueous work-up, used without purification for the next step. Yield: 214 mg (purity 73%, quant.)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09434690B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-f615f0520baa4c15a5147aae190e88f8 |
| Source note | uspto-grants-2016_09 |