HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-(Bis(4-fluorophenyl)methylene)piperidine → 3-[5-[4-(Bis(4-fluorophenyl)methylene]piperidin-1-yl]pentyl]thieno[3,4-d]pyrimidine-2,4-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-(Bis(4-fluorophenyl)methylene)piperidine | HCID 2724436 | — |
| Reactant | Methyl 4-aminothiophene-3-carboxylate | HCID 2777610 | — |
| Reactant | 1-Bromo-5-isocyanatopentane | HCID 14482883 | — |
| Reactant | N-(5-bromopentyl)-N'-(4-carbomethoxythien-3-yl)urea | HCID 15697668 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 3-[5-[4-(Bis(4-fluorophenyl)methylene]piperidin-1-yl]pentyl]thieno[3,4-d]pyrimidine-2,4-dione | HCID 14500407 | 98% |
Reaction Steps
The title compound was prepared by the procedure of Example 10 using N-(5-bromopentyl)-N'-(4-carbomethoxythien-3-yl)urea (9.01 g, 26 mmol) and 4-[bis(4-fluorophenyl)methylene]piperidine (14.76 g, 52 mmol). The urea was prepared by reacting methyl 4-aminothiophene-3-carboxylate with one equivalent of 5-bromopentylisocyanate in toluene at room temperature for four hours to produce the urea as a tan solid (98% yield). This material was recrystallized from CH2Cl2 /ether/hexane to afford the urea as a white solid, mp 92°-93.5° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04835157 |
| Source dataset | uspto-grants-1989_05 |
| ORD ID | ord-153ba9ed4a9e4ca1a62b14c1f75680db |
| Source note | uspto-grants-1989_05 |