HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyanoacetic acid → HCID 67971142, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyanoacetic acid | HCID 9740 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | HCID 67125458 | HCID 67125458 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67971142 | HCID 67971142 | — |
Reaction Steps
To 7.0 mg (0.08 mmol) cyanoacetic acid in 1 mL DMF 35 μL (0.20 mmol) DIPEA and 29 mg (0.08 mmol) TBTU are added and the mixture is stirred for 10 min at rt. Subsequently 29 mg (0.09 mmol) (S)-1-{4-[1-(4-ethoxy-phenyl)-piperidin-4-yl]-phenyl}-ethylamine (XIII.1) in 1 mL DMF are added and stirring is continued over night. The mixture is filtered through basic aluminum oxide, followed by washing with DMF/MeOH (9:1) and concentration in vacuo. The residue is purified using reversed phase column chromatography (water/MeOH, 0.1% TFA) and the corresponding fractions are concentrated to yield the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09006450B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-580faa7a606944998a98abb9b4aea4f6 |
| Source note | uspto-grants-2015_04 |