HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 19606112, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 18-Crown-6 | HCID 28557 | — |
| Reactant | 4-(Chloromethyl)pyridine | HCID 74571 | — |
| Reactant | Potassium bis(trimethylsilyl)amide | HCID 3251421 | — |
| Reactant | HCID 15050415 | HCID 15050415 | — |
| Product | HCID 19606112 | HCID 19606112 | 4% |
Reaction Steps
To a solution of 2,4-dihydro-2-phenylpyrazolo[4,3-B]pyrrolizine (6.1 mmol) and 18-Crown-6 (6.1 mmol) in tetrahydrofuran at 0° C. was added potassium hexamethyldisilazide, followed by 4-picolyl chloride (14.6 mmol, free-based in toluene) and the reaction allowed to warm to room temperature overnight. Following normal extractive workup and purification, the title compound was isolated as a solid in 4% yield; mp 169°-170° C.; Anal calc'd. for C26H21N5 : C, 77.40; H, 5.25; N, 17.36. Found: C, 77.01; H, 5.12; N, 17.18. Mass spec m/e 404 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05594001 |
| Source dataset | uspto-grants-1997_01 |
| ORD ID | ord-3d8fe63f7a3943f89928e631b8e4641c |
| Source note | uspto-grants-1997_01 |