Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethyl 4-piperidinecarboxylate | HCID 70770 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | HCID 76286162 | HCID 76286162 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 78321036 | HCID 78321036 | — |
Reaction Steps
To a solution of (R)-3-(4′-(2-(2-methylpyrrolidin-1-yl)ethyl)biphenyl-4-yl)propanoic acid (30 mg, 0.089 mmol), ethyl piperidine-4-carboxylate (16.77 mg, 0.107 mmol), and TEA (0.025 mL, 0.178 mmol) in DMF (1 mL) was added HATU (40.6 mg, 0.107 mmol). The reaction was stirred at room temperature overnight. The mixture was added 1M HCl (2 mL) and purified by HPLC to give the title compound. LCMS m/z=477.5 [M+H]+; 1.19 (t, J=7.1 Hz, 3H), 1.25 (d, J=6.8 Hz, 0.3H), 1.37-1.50 (m, 2H), 1.44 (d, J=6.7 Hz, 2.7H), 1.67-1.77 (m, 1H), 1.77-1.89 (m, 2H), 1.99-2.09 (m, 2H), 2.20-2.31 (m, 1H), 2.45-2.56 (m, 1H), 2.57-2.79 (m, 3H), 2.92 (t, J=6.6 Hz, 2H), 3.00-3.19 (m, 5H), 3.34-3.47 (m, 1H), 3.50-3.59 (m, 1H), 3.70-3.86 (m, 2H), 4.06 (q, J=7.0 Hz, 2H), 3.70-3.86 (m, 2H), 7.32 (d, J=8.1 Hz, 2H), 7.36 (d, J=8.2 Hz, 2H), 7.54 (d, J=8.2 Hz, 2H), 7.60 (d, J=8.2 Hz, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09365511B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-b20404c6722b46c3a3daf8e3e4f97e4b |
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| Source note | uspto-grants-2016_06 |
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