HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 3-butenoate → (E)-Methyl 7-(2,3-diphenyl-7,8-dihydropyrido[3,2-b]pyrazin-5(6H)-yl)hept-3-enoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 3-butenoate | HCID 77314 | — |
| Reactant | 5-(Pent-4-enyl)-2,3-diphenyl-5,6,7,8-tetrahydropyrido[3,2-b]pyrazine | HCID 66666348 | — |
| Catalyst | HCID 178425456 | HCID 178425456 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (E)-Methyl 7-(2,3-diphenyl-7,8-dihydropyrido[3,2-b]pyrazin-5(6H)-yl)hept-3-enoate | HCID 66665849 | — |
Reaction Steps
To a solution of 5-(pent-4-enyl)-2,3-diphenyl-5,6,7,8-tetrahydropyrido[3,2-b]pyrazine (step 1) (200 mg, 0.563 mmol) and methyl but-3-enoate (225 mg, 2.251 mmol) in DCM (300 ml) was added Grubbs Catalyst second generation (5 mol %, 23.88 mg, 0.028 mmol). The reaction was stirred at RT under an atmosphere of nitrogen overnight. An additional portion of Grubbs Catalyst second generation (5 mol %, 23.88 mg, 0.028 mmol) was added and stirring continued for 2.5 h. The solvent was removed in vacuo and the resulting crude was purified by chromatography on silica eluting with EtOAc/iso-hexane to afford the title compound;
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08754085B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-cb671b216bce4c3a9ff3acd542238359 |
| Source note | uspto-grants-2014_06 |