HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 90414304, compound → US9434719, 334 as TFA salt
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 90414304 | HCID 90414304 | — |
| Catalyst | Palladium hydroxide | HCID 9942167 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | US9434719, 334 as TFA salt | HCID 90417127 | 80.2% |
Reaction Steps
To (R)-3-(2-(((S)-1-(5-chloro-6-(2,2,2-trifluoroethoxyl)pyridin-3-yl)ethyl)amino)-5-fluoropyrimidin-4-yl)-4-((R)-1-hydroxyethyl)oxazolidin-2-one (20 mg, 0.042 mmol) in MeOH (10 mL) was added Pd(OH)2 (10 mg, 0.014 mmol). The reaction was purged with N2 and H2 three times each. A hydrogen balloon was applied to the reaction. The reaction mixture was stirred for one hour and concentrated. The residue was applied directly to HPLC separation to give product (15 mg) as a trifluoroacetic acid salt. 1HNMR (CD3OD) δ ppm 8.21 (d, J=3.1 Hz, 1H), 7.38 (t, J=8.0 Hz, 1H), 7.12-7.28 (m, 2H), 4.88-5.00 (m, 1H), 4.59 (br. s., 1H), 4.42-4.55 (m, 2H), 3.89 (br. s., 1H), 1.49 (d, J=7.0 Hz, 3H), 0.81 (br. s., 3H). HRMS (B) m/z 446.1448 (M+H)+, RT=1.90 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09434719B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-38ccca1f8c9e4b28bc5c3da26e85d8aa |
| Source note | uspto-grants-2016_09 |