HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → HCID 135975008, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | 3(R,S)-{4-[3-(5-Chloro-2-hydroxy-phenyl)-1-(2-hydroxy-ethyl)-1H-pyrazol-4-ylethynyl]-phenylcarbamoyl}-morpholine-4-carboxylic acid tert-butyl ester | HCID 135974911 | — |
| Reactant | Piperidine-2(R)-carboxylic acid {4-[3-(5-chloro-2-hydroxy-phenyl)-1-(2-hydroxy-ethyl)-1H-pyrazol-4-ylethynyl]-phenyl}-amide | HCID 135974922 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 135975008 | HCID 135975008 | 74% |
Reaction Steps
Using the same procedure for the preparation of 5A, treatment of compound 16A (870 mg) with TFA (10 mL) in methylene chloride (10 mL) gives compound 17A in 74.0% yield. 1H NMR (DMSO-d6, 500 MHz) δ 10.67 (s, 1H), 10.02 (s, 1H), 8.35 (s, 1H), 8.28 (s, 1H), 7.73 (d, 2H, J=8.0 Hz), 7.47 (d, 2H, J=8.5 Hz), 7.30 (d, 1H, J=9.0 Hz), 6.99 (d, 1H, J=8.5 Hz), 5.01 (br s, 1H), 4.26 (br s, 2H), 3.83 (d, 1H, J=7.5 Hz), 3.78 (d, 2H, J=2.5 Hz), 3.61 (m, 3H), 3.52 (m, 2H), 3.43 (t, 1H, J=10.0 Hz), 2.85 (d, 1H, J=13.0 Hz), 2.75 (t, 1H, J=11.0 Hz). LCMS (ESI) m/z 467.09 (MH+, 100); HPLC: tR=3.92 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07923004B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-184fa3081a62431e993b4b23a294afd3 |
| Source note | uspto-grants-2011_04 |