HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,1,3,3-Tetraethoxypropane → (2Rs,5rs)-2-{3-[5-(4-fluoro-phenyl)-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-propyl}-pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,1,3,3-Tetraethoxypropane | HCID 67147 | — |
| Reactant | (2Rs,5rs)-4-[5-(4-fluoro-phenyl)-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-n-butyramidine | HCID 22250424 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (2Rs,5rs)-2-{3-[5-(4-fluoro-phenyl)-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-propyl}-pyrimidine | HCID 22250434 | 20% |
Reaction Steps
A stirred solution of (2RS,5RS)-4-[5-(4-fluoro-phenyl)-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-N-butyramidine (0.33 g, 0.82 mmol) in 1,1,3,3-tetraethoxy-propane (7 ml) and DMF (1.5 ml) was heated for 1 h at 150° C. Evaporation and purification by column chromatography on silica gel (dichloromethane/MeOH 98:2) yielded the title compound (73 mg, 20%) as a light brown oil, MS: m/e=440.2 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06995182B2 |
| Source dataset | uspto-grants-2006_02 |
| ORD ID | ord-a0e058f0bd3e4f9e90ee8afd578557ff |
| Source note | uspto-grants-2006_02 |