Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | HCID 76286162 | HCID 76286162 | — |
| Product | HCID 78324787 | HCID 78324787 | — |
Reaction Steps
To (R)-3-(4′-(2-(2-methylpyrrolidin-1-yl)ethyl)biphenyl-4-yl)propanoic acid (14.0 mg, 0.041 mmol, see Example 1.46 for preparation) was added 1.25M hydrogen chloride in methanol (0.996 mL, 1.245 mmol). The reaction was stirred at 60° C. for 2 h. The resulting mixture was concentrated and triturated with acetonitrile to give the title compound. LCMS m/z=352.4 [M+H]+; 1H NMR (400 MHz, CD3CN) δ ppm 1.24 (d, J=6.9 Hz, 0.5H), 1.56 (d, J=6.4 Hz, 2.5H), 1.76-1.90 (m, 1H), 1.99-2.14 (m, 2H), 2.23-2.38 (m, 1H), 2.68 (t, J=7.6 Hz, 2H), 2.97 (t, J=7.6 Hz, 2H), 3.00-3.21 (m, 3H), 3.30-3.41 (m, 2H), 3.45-3.55 (m, 1H), 3.65 (s, 3H), 3.69-3.80 (m, 1H), 7.33 (d, J=8.1 Hz, 2H), 7.40 (d, J=8.2 Hz, 2H), 7.58 (d, J=8.2 Hz, 2H), 7.62 (d, J=8.2 Hz, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09365511B2 |
|---|
| Source dataset | uspto-grants-2016_06 |
|---|
| ORD ID | ord-34bbb312e2a84f2386e590123b1da36b |
|---|
| Source note | uspto-grants-2016_06 |
|---|