HuagongsheHuagongshe Chemistry Print Report · For research reference only
Propionic Acid → HCID 178460240, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Propionic Acid | HCID 1032 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | HCID 178478591 | HCID 178478591 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178460240 | HCID 178460240 | 83% |
Reaction Steps
A mixture in DMF (1 ml) of trans-4-[2-(4-thieno[2,3-c]pyridin-7-yl-piperazin-1-yl)-ethyl]-cyclohexylamine trihydrochloride (intermediate A; 90 mg, 0.20 mmol), propionic acid (15 mg, 0.20), iPr2NEt (103 mg, 0.80 mmol) and TBTU (67 mg, 0.21 mmol) was stirred 18 h at room temperature. Sat. aq. NaHCO3 sol. was added and the product was extracted with EtOAc (3×). The organic layers were washed with water and brine, dried (MgSO4) and the solvent was evaporated. The crude product was purified by flash chromatography on silica gel (CH2Cl2/MeOH 95:5) to yield the title compound as an off-white crystalline solid (66 mg, 83%), MS (ISP) m/z=401.3 [(M+H)+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08470828B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-74f16eeb1b444dcf92aa872be513affa |
| Source note | uspto-grants-2013_06 |