HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → HCID 67502873, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate | HCID 151348 | — |
| Reactant | 4-(2,3-Difluorobenzylamino)-6-(4-(piperidin-4-yl)phenylamino)nicotinamide | HCID 67500438 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 67502873 | HCID 67502873 | — |
Reaction Steps
The mixture of 4-(2,3-difluorobenzylamino)-6-(4-(piperidin-4-yl)phenylamino)nicotinamide (Example 209) (80 mg, 0.17 mmol), 4-morphonlineacetic acid (100 mg, 0.68 mmol), DIEA (240 μL, 1.36 mmol) in 4 mL NMP was stirred at RT. To it was added BOP (260 mg, 0.68 mmol). The mixture was stirred at RT for overnight. To it was added TFA (0.5 mL). The mixture was subjected to reverse phase preparative HPLC to isolate the title compound (59 mg). MS found for C30H34F2N6O3 as (M+H)+ 565.5. UV: λ=259 nm. 1H NMR: (CD3OD) δ 8.17 (1H, s), 7.33 (2H, d, J=8.0 Hz), 7.26 (1H, m), 7.16 (1H, m), 7.13-7.07 (3H, m), 5.79 (1H, s), 4.68 (2H, m), 4.55 (2H, s), 4.41-4.27 (2H, m), 3.96 (4H, m), 3.84 (2H, m), 2.95-2.82 (3H, m), 1.96 (2H, m), 1.70 (2H, m) ppm.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09102625B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-de3c007e33b14bdbb41238fb31c55284 |
| Source note | uspto-grants-2015_08 |