HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenethylamine → HCID 57884181, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenethylamine | HCID 1001 | — |
| Reactant | Cyclopentanol | HCID 7298 | — |
| Reactant | 2-Fluoronicotinic acid | HCID 96089 | — |
| Reactant | Potassium bis(trimethylsilyl)amide | HCID 3251421 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 57884181 | HCID 57884181 | 1.6% |
Reaction Steps
2-Fluoro-nicotinic acid (84.7 mg, 0.600 mmol, cyclopentanol (51.6 mg, 0.600 mmol) and potassium bis(trimethylsilyl)amide (478 mg, 2.40 mmol) were combined in 0.6 mL of N,N-dimethylformamide and subjected to microwave irradiation for 3 minutes at 180° C. Phenethylamine (72.7 mg, 0.600 mmol) and O-(7-azabenzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate (304 mg, 0.800 mmol) was added and the solution was allowed to stir for 16 hours. The mixture was then purified by reverse phase preparative liquid chromatography to yield the pure product (2.9 mg, 0.0093 mmol, 1.6%) ESI-MS m/z calc. 310.2, found 311.2 (M+1)+. Retention time of 3.40 minutes.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07598412B2 |
| Source dataset | uspto-grants-2009_10 |
| ORD ID | ord-bb03e016879949faa4a0dfb180d4f207 |
| Source note | uspto-grants-2009_10 |