HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → {3-[4-(4-Dimethylaminomethyltetrahydropyran-4-yl)phenoxy]-propyl}isopropylmethylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (3-Chloropropyl)(methyl)(propan-2-yl)amine | HCID 23091614 | — |
| Reactant | 4-(4-Dimethylaminomethyl-tetrahydro-pyran-4-yl)-phenol | HCID 23091621 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | {3-[4-(4-Dimethylaminomethyltetrahydropyran-4-yl)phenoxy]-propyl}isopropylmethylamine | HCID 59837367 | 43% |
Reaction Steps
4-(4-Dimethylaminomethyl-tetrahydro-pyran-4-yl)-phenol (500 mg, 2.13 mmol), (3-chloro-propyl)-isopropyl-methyl-amine (318 mg, 2,13 mmol), DMF (10 ml) and K2CO3 (1.18 g, 8.52 mmol) were reacted together according to general procedure B. Purification by chromatography on silica, eluant DCM:MeOH:NH3 (96:3:1) provided the title compound (200 mg, 43%) as a white solid. 1H NMR (400 MHz, CDCl3) δ7.20 (d, 2H), 6.87 (d, 2H), 4.00 (t, 2H), 3.75 (dt, 2H), 3.55 (td, 2H), 2.83 (sep, 1H), 2.55 (t, 2H), 2.40 (s, 2H), 2.22 (s, 3H), 2.14-2.05 (m, 2H), 1.96 (s, 6H), 2.00-1.82 (m, 4H), 1.00 (d, 6H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07456164B2 |
| Source dataset | uspto-grants-2008_11 |
| ORD ID | ord-d5a0872bdfba41c78b9279763797969b |
| Source note | uspto-grants-2008_11 |