HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 86670934, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Nitrophenyl chloroformate | HCID 82129 | — |
| Reactant | 4-Aminotetrahydropyran | HCID 419223 | — |
| Reactant | 2-(4-((4-(4-Amino-2-bromophenoxy)piperidin-1-yl)methyl)phenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol | HCID 86670933 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86670934 | HCID 86670934 | 43.1% |
Reaction Steps
2-(4-((4-(4-Amino-2-bromophenoxy)piperidin-1-yl)methyl)phenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol (0.379 mmol, 200 mg) and 4-nitrophenyl chloroformate (0.379 mmol, 76 mg) were combined in tetrahydrofuran (1 mL) and the mixture stirred at room temperature for 45 minutes. Tetrahydro-2H-pyran-4-amine (0.379 mmol, 38.4 mg) followed by triethylamine (1.138 mmol, 115 mg) were added and the mixture stirred overnight. The mixture was concentrated under reduced pressure and the resulting residue was purified by HPLC then treated with strong cation exchange column chromatography to afford the title compound (107 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09108939B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-101b4942c8c4439ba432b43dd174ad52 |
| Source note | uspto-grants-2015_08 |