HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 4-{4-[3-(2-Methylpyrrolidin-1-yl)-propoxy]-phenyl}tetra-hydropyran-4-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-(3-Chloro-propyl)-2-methyl-pyrrolidine | HCID 12573267 | — |
| Reactant | 4-[4-(3-pyrrolidin-1-ylpropoxy)phenyl]tetrahydro-2H-pyran-4-carbonitrile | HCID 59837394 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-{4-[3-(2-Methylpyrrolidin-1-yl)-propoxy]-phenyl}tetra-hydropyran-4-carbonitrile | HCID 59837490 | 88.4% |
Reaction Steps
4-[4-(3-pyrrolidin-1-ylpropoxy)phenyl]tetrahydro-2H-pyran-4-carbonitrile (315 mg, 1.55 mmol), 1-(3-chloro-propyl)-2-methyl-pyrrolidine (400 mg, 2.48 mmol), DMF (6 ml) and K2CO3 (833 mg, 6.03 mmol) were reacted together according to general procedure E. Purification by chromatography on silica, eluant DCM:MeOH:NH3 (92:6:2) provided the title compound (450 mg, 88%) as an orange oil. 1H NMR (400 MHz, CDCl3), δ 7.37 (d, 2H), 6.93 (d, 2H), 4.12-3.99 (m, 4H), 3.89 (td, 2H), 2.35-1.62 (m, 14H), 1.42 (m, 1H), 1.09 (d, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07456164B2 |
| Source dataset | uspto-grants-2008_11 |
| ORD ID | ord-5568e774430d482d8811d98de3d8585f |
| Source note | uspto-grants-2008_11 |