HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 59837508, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-(2-Chloroethyl)pyrrolidine | HCID 81669 | — |
| Reactant | 4-[4-(3-pyrrolidin-1-ylpropoxy)phenyl]tetrahydro-2H-pyran-4-carbonitrile | HCID 59837394 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 59837508 | HCID 59837508 | 59.2% |
Reaction Steps
4-[4-(3-pyrrolidin-1-ylpropoxy)phenyl]tetrahydro-2H-pyran-4-carbonitrile (570 mg, 2.82 mmol), 1-(2-chloro-ethyl)-pyrrolidine (300 mg, 2.25 mmol), DMF (5.7 ml) and K2CO3 (1.56 g, 1.13 mmol) were reacted together according to general procedure E. The organic phase was washed with 2M NaOH (3.×20 ml), water (2×20 ml), dried over MgSO4, fitered and concentrated in vacuo at 35° C. The crude material was subjected to chromatography on silica eluting with 5% MeOH in DCM and gradient to 10% MeOH in DCM to provided the title compound (400 mg, 47%) as an off white solid. 1H NMR (400 MHz, CDCl3), δ 7.38 (d, 2H), 6.95 (d, 2H), 4.13 (t, 2H), 4.10-4.03 (m, 2H), 3.89 (td, 2H), 2.92 (t, 2H), 2.64 (br s, 4H), 2.15-1.99 (m, 4H), 1.88-1.76 (m, 4H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07456164B2 |
| Source dataset | uspto-grants-2008_11 |
| ORD ID | ord-ed6e83431d604f64a891471c076c36aa |
| Source note | uspto-grants-2008_11 |