HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 86670945, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Methylpropylenediamine | HCID 13128 | — |
| Reactant | 4-Nitrophenyl chloroformate | HCID 82129 | — |
| Reactant | 2-(4-((4-(4-Amino-3-fluorobenzyl)piperidin-1-yl)methyl)phenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol | HCID 86670946 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86670945 | HCID 86670945 | 9.1% |
Reaction Steps
A solution of 2-(4-((4-(4-amino-3-fluorobenzyl)piperidin-1-yl)methyl)phenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol (0.861 mmol, 0.4 g) and 4-nitrophenyl carbonochloridate (0.861 mmol, 0.174 g) in tetrahydrofuran (5 mL) was stirred at room temperature for 30 minutes. 2-Methylpropane-1,2-diamine (1.723 mmol, 0.152 g) was added, followed by triethylamine (2.58 mmol, 0.360 mL, 0.261 g) and the reaction stirred at room temperature overnight. The reaction mixture was concentrated under vacuum. The residue was purified by prep-HPLC (acidic conditions) and SCX chromatography to afford the title compound (45.3 mg). MS (ESI) m/z 579.2 [M+H]+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09108939B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-52facda606fd4f5db781a03230012b80 |
| Source note | uspto-grants-2015_08 |