HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → 4-Chloro-6-(4-chlorophenyl)pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-Chlorophenylboronic acid | HCID 74299 | — |
| Reactant | 2,4-Dichloropyrimidine | HCID 77531 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Oxolane--water (1/1) | HCID 21881883 | — |
| Product | 4-Chloro-6-(4-chlorophenyl)pyrimidine | HCID 24902089 | 71% |
Reaction Steps
To a solution of 2,4-dichloro-pyrimidine (1 eq) in THF/H2O (4:3) solution, was added 4-chloro phenyl boronic acid (1 eq), Pd(PPh3)4 (0.01 eq) and Na2CO3 (2 eq) under Ar. The reaction mixture was stirred at reflex for overnight. EtOAc (10 mL) was added. The organic phase was separated, dried over Na2SO4, and concentrated. The residue was purified by column chromatography (Ethyl acetate:Hexane: 1:3) to give the desired product as a white powder (71% yield. MS: (ESI), M/Z, 225 (M+1). Retention time: 1.07 min (FA-non polar).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08168788B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-c51b376c6c26478081a6611a727ec6b6 |
| Source note | uspto-grants-2012_05 |