HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → 9-tert-butyl-3-methoxy-2-pyrazin-2-yl-15-(1,3-thiazol-5-yl)-5,6,9,10,11,12-hexahydro[1,5]oxazonino[8',7':4,5]pyrrolo[2,1-a]isoquinolin-8(14H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | 2-(Tributylstannyl)pyrazine | HCID 2737316 | — |
| Reactant | HCID 58124867 | HCID 58124867 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 9-tert-butyl-3-methoxy-2-pyrazin-2-yl-15-(1,3-thiazol-5-yl)-5,6,9,10,11,12-hexahydro[1,5]oxazonino[8',7':4,5]pyrrolo[2,1-a]isoquinolin-8(14H)-one | HCID 50938976 | 88.1% |
Reaction Steps
A solution of 75 mg of 8e, 150 mg of 2-tributylstannylpyrazine and 16 mg of Pd(PPh3)4 in 2 ml of degassed toluene was heated under N2 atmosphere for 24 hr. The reaction mixture was concentrated and the crude material was chromatographed over silica gel, using a gradient of toluene/acetone. The material isolated was treated with diethyl ether and provided 66 mg of 8g; Mp 235-236° C.; MS-ESI: [M+1] 530.3;
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08431564B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-90139107563843cc8ded9f0f0d720cc5 |
| Source note | uspto-grants-2013_04 |