HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 69519922, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Pyrimidine-5-carboxylic acid | HCID 78346 | — |
| Reactant | Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate | HCID 151348 | — |
| Reactant | HCID 69448781 | HCID 69448781 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 69519922 | HCID 69519922 | — |
Reaction Steps
Pyrimidine-5-carboxylic acid (14.9 mg, 0.12 mmol), BOP (66.3 mg, 0.15 mmol), and Et3N (34.8 μL, 0.25 mmol) are added to a solution of (1S,4S)-2-[(S)-1-(4-methoxy-2,3-dimethylphenyl)-ethyl]-2,5-diazabicyclo[2.2.1]heptane (26 mg, 0.1 mmol) in anhydrous DMA (1 mL). The reaction mixture is stirred at room temperature for 16 h, diluted with EtOAc, washed with aqueous NaOH 1N (2×8 mL) and brine, dried with Na2SO4, filtered, and concentrated under reduced pressure. The residue is purified by preparative thin layer chromatography eluting with CH2Cl2-MeOH—NH4OH (90-9-1) to afford a yellow oil. LC/MS: 367 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07253168B2 |
| Source dataset | uspto-grants-2007_08 |
| ORD ID | ord-c8562c985e8c47508383296bd505010e |
| Source note | uspto-grants-2007_08 |