Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Glycine tert-butyl ester | HCID 151417 | — |
| 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 78320399 | HCID 78320399 | — |
Reaction Steps
To a solution of (R)-3-(4′-(2-(2-methylpyrrolidin-1-yl)ethyl)biphenyl-4-yl)propanoic acid (40 mg, 0.119 mmol), tert-butyl 2-aminoacetate (18.66 mg, 0.142 mmol), and TEA (0.033 mL, 0.237 mmol) in DMF (1 mL) was added HATU (54.1 mg, 0.142 mmol). The reaction was stirred at 60° C. for 2 h. The mixture was added 1M HCl (1 mL) and purified by HPLC to give the title compound. LCMS m/z=451.4 [M+H]+; 1H NMR (400 MHz, CD3CN) δ ppm 1.27 (d, J=6.9 Hz, 0.4H), 1.45 (s, 9H), 1.47 (d, J=6.5 Hz, 2.6H), 1.71-1.83 (m, 1H), 2.02-2.12 (m, 2H), 2.23-2.33 (m, 1H), 2.55 (t, J=7.5 Hz, 2H), 2.96 (t, J=7.8 Hz, 2H), 3.06-3.21 (m, 4H), 3.37-3.47 (m, 1H), 3.50-3.63 (m, 1H), 3.72-3.84 (m, 1H), 6.63 (s, 1H), 7.35 (d, J=8.2 Hz, 2H), 7.39 (d, J=8.2 Hz, 2H), 7.58 (d, J=8.2 Hz, 2H), 7.64 (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-e054810031bb4026975289a594d6cbe1 |
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| Source note | uspto-grants-2016_06 |
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